Products

Refine

Country

Business Type

Certificate

Display

Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

4-[(2R)-2-(Bromomethyl)-3-methylbutyl]-1-methoxy-2-(3-methoxypropoxy)-benzene

Cas:172900-69-5

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene CAS 172900-69-5

Cas:172900-69-5

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Pharmaceutical Grade CAS 172900-69-5 with competitive price

Cas:172900-69-5

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

2-(3-Methoxypropoxy)-4-((R)-2-(Bromomethyl)-3-Methylbutyl)-1-Methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Cas:172900-69-5

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Benzene,4-[(2R)-2-(bromomethyl)-3-methylbutyl]-1-methoxy-2-(3-methoxypropoxy)-

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

Benzene,4-[(2R)-2-(bromomethyl)-3-methylbutyl]-1-methoxy-2-(3-methoxypropoxy)-

Cas:172900-69-5

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene Basic information Product Name: 2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene Synonyms: 2-(3-methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methyl

TIANFU-CHEM 2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene 172900-69-5

Cas:172900-69-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

Hunan chemfish Pharmaceutical co.,Ltd.located in Lugu High-tech industral park ,Hunan province . with its own R&D center and more than 10000㎡manufacture plant . Chemfish owns 40 reactors from 1000L to 8000L. With complete auxiliary equipment as

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:0 Metric Ton

Negotiable

Type:Manufacturers

inquiry

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou

2-(3-Methoxypropoxy)-4-((R)-2-(broMoMethyl)-3-Methylbutyl)-1-Methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

GIHI CHEMICALS CO.,LIMITED

high purity,in stock Package:25kg/drum,or as per customers'demand Application:API,Pharmaceutical intermediates Transportation:air,sea,courier

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene)

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

2-(3-Methoxypropoxy)-4-((R)-2-(broMoMethyl)-3-Methylbutyl)-1-Methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Aecochem Corp.

Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS

2-(3-Methoxypropoxy)-4-((R)-2-(Bromomethyl)-3-Methylbutyl)-1-Methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Xi`an Eastling Biotech Co., Ltd.

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Antimex Chemical Limied

factory?direct?sale Application:healing drugs

Benzene,4-[(2R)-2-(bromomethyl)-3-methylbutyl]-1-methoxy-2-(3-methoxypropoxy)-

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Fandachem Co.,Ltd

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene cas 172900-69-5Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea,

SAGECHEM LIMITED

172900-69-5 Application:intermediate

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hunan Russell Chemicals Technology Co.,Ltd

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:any port in China

Chemsigma International Co.,Ltd.

bulk?production Application:Pharmaceutical intermediates

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Bide Pharmatech Ltd

Our mission is to provide high-quality and innovative products to our customers. By offering a broad range of products, custom synthesis and personalized services, Bide can help scientists speeding up their research in the chemical and pharmaceutical

Amadis Chemical Co., Ltd.

1.Professional synthesis laboratory and production base. 2.Strong synthesis team and service team. 3.Professional data management system. 4.We provide the professional test date and product information ,ex. HNMR ,CNMR,FNMR, HPLC/G

4-(5-bromo-4-methylpentyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Cas:172900-69-5

Min.Order:10 Milligram

Negotiable

Type:Lab/Research institutions

inquiry

Changzhou Extraordinary Pharmatech co.,LTD

Changzhou Extraordinary Pharmatech co., LTD. As a leading chemical manufacturer and supplier in China.DAS authentication is passed.We can provide the popular precursor chemicals, we have our own strong R & D team, have our own laboratories and fa

2-(3-METHOXYPROPOXY)-4-((4R)-2-(BROMOMETHYL)-3-METHYLBUTYL)-1-METHOXYBENZENE

Cas:172900-69-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Shengang Trading Co.,Ltd

we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and development production of reagent tens of thousands of species. our aim is quality strives for the survi

Benzene, 4-[2-(bromomethyl)-3-methylbutyl]-1-methoxy-2-(3-methoxypropoxy)-, (R)-

Cas:172900-69-5

Min.Order:10 Gram

FOB Price: $1.0

Type:Trading Company

inquiry

Watson International Ltd

Watson International Ltd' has a very strong R&D and technical capacity supported by FCAD's platform. The subsidiaries under FCAD Group have accumulated much know-how of different fine chemical branches. For example, Apnoke Scientific L

2-(3-Methoxypropoxy)-4-((R)-2-(bromomethyl)-3-methylbutyl)-1-methoxybenzene

Cas:172900-69-5

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanol
172900-70-8

(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanol

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 18h;97%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane97%
With phosphorus(V) oxybromide In N,N-dimethyl-formamide at 20℃; for 8h; Temperature; Time; Solvent;79.6%
isovanillin
621-59-0

isovanillin

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 98 percent / K2CO3 / acetonitrile
2: NaBH4 / ethanol
3: PBr3 / CH2Cl2
4: 76 percent / LiHMDS / tetrahydrofuran
5: 81 percent / LiOH; H2O2
6: 95 percent / LAH / tetrahydrofuran
7: 97 percent / PPh3; NBS / CH2Cl2
View Scheme
Multi-step reaction with 8 steps
1.1: 93 percent / K2CO3 / acetonitrile / 19 h / Heating
2.1: 72 percent / NaOMe / methanol / 1.5 h / Heating
3.1: 96 percent / NaBH4 / methanol / 1 h / 20 °C
4.1: 100 percent / Me3SiBr / 0.17 h / 20 °C
5.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C
5.2: 86 percent / tetrahydrofuran / 18 h / 0 °C
6.1: 94 percent / H2O2; LiOH / tetrahydrofuran; H2O / 3 h / 20 °C
7.1: NaBH4 / tetrahydrofuran / 0.75 h / 20 °C
7.2: 90 percent / I2 / tetrahydrofuran / 96 h / 20 °C
8.1: 97 percent / NBS; Ph3P / CH2Cl2 / 18 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / acetonitrile / Reflux
2.1: potassium borohydride / methanol / 20 °C
3.1: phosphorus tribromide / dichloromethane / 2 h / 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.17 h / 70 °C / Inert atmosphere
4.2: 0 - 70 °C / Inert atmosphere
5.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 0 - 20 °C
6.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere
7.1: phosphorus tribromide / dichloromethane / 0 °C
View Scheme
(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one
145589-03-3

(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 76 percent / LiHMDS / tetrahydrofuran
2: 81 percent / LiOH; H2O2
3: 95 percent / LAH / tetrahydrofuran
4: 97 percent / PPh3; NBS / CH2Cl2
View Scheme
Multi-step reaction with 4 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.17 h / 70 °C / Inert atmosphere
1.2: 0 - 70 °C / Inert atmosphere
2.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 0 - 20 °C
3.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere
4.1: phosphorus tribromide / dichloromethane / 0 °C
View Scheme
4-methoxy-3-(3-methoxypropoxy)benzaldehyde
172900-75-3

4-methoxy-3-(3-methoxypropoxy)benzaldehyde

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: NaBH4 / ethanol
2: PBr3 / CH2Cl2
3: 76 percent / LiHMDS / tetrahydrofuran
4: 81 percent / LiOH; H2O2
5: 95 percent / LAH / tetrahydrofuran
6: 97 percent / PPh3; NBS / CH2Cl2
View Scheme
Multi-step reaction with 6 steps
1.1: 96 percent / NaBH4 / methanol / 1 h / 20 °C
2.1: 100 percent / Me3SiBr / 0.17 h / 20 °C
3.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C
3.2: 86 percent / tetrahydrofuran / 18 h / 0 °C
4.1: 94 percent / H2O2; LiOH / tetrahydrofuran; H2O / 3 h / 20 °C
5.1: NaBH4 / tetrahydrofuran / 0.75 h / 20 °C
5.2: 90 percent / I2 / tetrahydrofuran / 96 h / 20 °C
6.1: 97 percent / NBS; Ph3P / CH2Cl2 / 18 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 30 °C
1.2: pH 2
2.1: phosphorus tribromide / dichloromethane / 2.17 h / 0 - 5 °C
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere
3.2: -70 - 5 °C
4.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
5.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
5.2: 5.75 h / 0 - 30 °C
6.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid
172900-71-9

(R)-3-[4-methoxy-3-(3-methoxypropoxy)phenyl]-2-(1-methylethyl)propanoic acid

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / LAH / tetrahydrofuran
2: 97 percent / PPh3; NBS / CH2Cl2
View Scheme
Multi-step reaction with 2 steps
1.1: NaBH4 / tetrahydrofuran / 0.75 h / 20 °C
1.2: 90 percent / I2 / tetrahydrofuran / 96 h / 20 °C
2.1: 97 percent / NBS; Ph3P / CH2Cl2 / 18 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
1.2: 5.75 h / 0 - 30 °C
2.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere
2: phosphorus tribromide / dichloromethane / 0 °C
View Scheme
4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene
172900-73-1

4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 76 percent / LiHMDS / tetrahydrofuran
2: 81 percent / LiOH; H2O2
3: 95 percent / LAH / tetrahydrofuran
4: 97 percent / PPh3; NBS / CH2Cl2
View Scheme
Multi-step reaction with 4 steps
1.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C
1.2: 86 percent / tetrahydrofuran / 18 h / 0 °C
2.1: 94 percent / H2O2; LiOH / tetrahydrofuran; H2O / 3 h / 20 °C
3.1: NaBH4 / tetrahydrofuran / 0.75 h / 20 °C
3.2: 90 percent / I2 / tetrahydrofuran / 96 h / 20 °C
4.1: 97 percent / NBS; Ph3P / CH2Cl2 / 18 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere
1.2: -70 - 5 °C
2.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
3.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
3.2: 5.75 h / 0 - 30 °C
4.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
[4-methoxy-3-(3-methoxypropoxy)-phenyl]methanol
172900-74-2

[4-methoxy-3-(3-methoxypropoxy)-phenyl]methanol

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: PBr3 / CH2Cl2
2: 76 percent / LiHMDS / tetrahydrofuran
3: 81 percent / LiOH; H2O2
4: 95 percent / LAH / tetrahydrofuran
5: 97 percent / PPh3; NBS / CH2Cl2
View Scheme
Multi-step reaction with 5 steps
1.1: 100 percent / Me3SiBr / 0.17 h / 20 °C
2.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C
2.2: 86 percent / tetrahydrofuran / 18 h / 0 °C
3.1: 94 percent / H2O2; LiOH / tetrahydrofuran; H2O / 3 h / 20 °C
4.1: NaBH4 / tetrahydrofuran / 0.75 h / 20 °C
4.2: 90 percent / I2 / tetrahydrofuran / 96 h / 20 °C
5.1: 97 percent / NBS; Ph3P / CH2Cl2 / 18 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: phosphorus tribromide / dichloromethane / 2.17 h / 0 - 5 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere
2.2: -70 - 5 °C
3.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
4.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
4.2: 5.75 h / 0 - 30 °C
5.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
(4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one
172900-72-0

(4R)-3-{(2R)-2-{[4-methoxy-3-(methoxypropoxy)phenyl]methyl-3-methyl}-1-oxobutyl}-4-(phenylmethyl)oxazolidin-2-one

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 81 percent / LiOH; H2O2
2: 95 percent / LAH / tetrahydrofuran
3: 97 percent / PPh3; NBS / CH2Cl2
View Scheme
Multi-step reaction with 3 steps
1.1: 94 percent / H2O2; LiOH / tetrahydrofuran; H2O / 3 h / 20 °C
2.1: NaBH4 / tetrahydrofuran / 0.75 h / 20 °C
2.2: 90 percent / I2 / tetrahydrofuran / 96 h / 20 °C
3.1: 97 percent / NBS; Ph3P / CH2Cl2 / 18 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 0 - 20 °C
2: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere
3: phosphorus tribromide / dichloromethane / 0 °C
View Scheme
3-(3-bromopropoxy)-4-methoxybenzaldehyde
148433-01-6

3-(3-bromopropoxy)-4-methoxybenzaldehyde

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 72 percent / NaOMe / methanol / 1.5 h / Heating
2.1: 96 percent / NaBH4 / methanol / 1 h / 20 °C
3.1: 100 percent / Me3SiBr / 0.17 h / 20 °C
4.1: LiHMDS / tetrahydrofuran / 1.25 h / -70 °C
4.2: 86 percent / tetrahydrofuran / 18 h / 0 °C
5.1: 94 percent / H2O2; LiOH / tetrahydrofuran; H2O / 3 h / 20 °C
6.1: NaBH4 / tetrahydrofuran / 0.75 h / 20 °C
6.2: 90 percent / I2 / tetrahydrofuran / 96 h / 20 °C
7.1: 97 percent / NBS; Ph3P / CH2Cl2 / 18 h / 20 °C
View Scheme
3-methylbutyric acid
503-74-2

3-methylbutyric acid

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: dmap / 1,1-dichloroethane / 0.5 h / 20 °C
1.2: 14.5 h / 10 - 30 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere
2.2: -70 - 5 °C
3.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
4.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
4.2: 5.75 h / 0 - 30 °C
5.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 4 steps
1.1: dmap / 1,1-dichloroethane / 0.5 h / 20 °C
1.2: 14.5 h / 10 - 30 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere
2.2: -70 - 5 °C
3.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 15 °C
3.2: 11 h / 60 - 65 °C
4.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 5 steps
1.1: dmap / 1,1-dichloroethane / 0.5 h / 20 °C
1.2: 14.5 h / 10 - 30 °C
2.1: titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / 1 h / 0 - 5 °C / Inert atmosphere
2.2: -30 - -25 °C
2.3: -30 - 5 °C
3.1: hydrogen; acetic acid / palladium on activated charcoal / 60 - 70 °C / 2942.29 Torr
4.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 15 °C
4.2: 11 h / 60 - 65 °C
5.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 6 steps
1.1: dmap / 1,1-dichloroethane / 0.5 h / 20 °C
1.2: 14.5 h / 10 - 30 °C
2.1: titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / 1 h / 0 - 5 °C / Inert atmosphere
2.2: -30 - -25 °C
2.3: -30 - 5 °C
3.1: hydrogen; acetic acid / palladium on activated charcoal / 60 - 70 °C / 2942.29 Torr
4.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
5.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
5.2: 5.75 h / 0 - 30 °C
6.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
(4'R)-3-methyl-1-(2'-oxo-4'-phenyloxazolidin-3'-yl)butan-1-one

(4'R)-3-methyl-1-(2'-oxo-4'-phenyloxazolidin-3'-yl)butan-1-one

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere
1.2: -70 - 5 °C
2.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
3.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
3.2: 5.75 h / 0 - 30 °C
4.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere
1.2: -70 - 5 °C
2.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 15 °C
2.2: 11 h / 60 - 65 °C
3.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 4 steps
1.1: titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / 1 h / 0 - 5 °C / Inert atmosphere
1.2: -30 - -25 °C
1.3: -30 - 5 °C
2.1: hydrogen; acetic acid / palladium on activated charcoal / 60 - 70 °C / 2942.29 Torr
3.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 15 °C
3.2: 11 h / 60 - 65 °C
4.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 5 steps
1.1: titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / 1 h / 0 - 5 °C / Inert atmosphere
1.2: -30 - -25 °C
1.3: -30 - 5 °C
2.1: hydrogen; acetic acid / palladium on activated charcoal / 60 - 70 °C / 2942.29 Torr
3.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
4.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
4.2: 5.75 h / 0 - 30 °C
5.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
(R)-3-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoyl)-4-phenyloxazolidin-2-one
1350705-31-5

(R)-3-((R)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutanoyl)-4-phenyloxazolidin-2-one

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
2.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
2.2: 5.75 h / 0 - 30 °C
3.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 15 °C
1.2: 11 h / 60 - 65 °C
2.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
(4R)-3-(2S)-(2-(hydroxy(4-methoxy-3-(3-methoxypropoxy)phenyl)methyl)-3-methylbutanoyl)-4-phenyloxazolidin-2-one
1350705-32-6

(4R)-3-(2S)-(2-(hydroxy(4-methoxy-3-(3-methoxypropoxy)phenyl)methyl)-3-methylbutanoyl)-4-phenyloxazolidin-2-one

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrogen; acetic acid / palladium on activated charcoal / 60 - 70 °C / 2942.29 Torr
2.1: dihydrogen peroxide; lithium hydroxide monohydrate / water; tetrahydrofuran / 0 - 30 °C
3.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
3.2: 5.75 h / 0 - 30 °C
4.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogen; acetic acid / palladium on activated charcoal / 60 - 70 °C / 2942.29 Torr
2.1: sodium tetrahydroborate / tetrahydrofuran / 0 - 15 °C
2.2: 11 h / 60 - 65 °C
3.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 5.5 h / -40 - 30 °C
View Scheme
3-hydroxy-4-methoxybenzyl alcohol
4383-06-6

3-hydroxy-4-methoxybenzyl alcohol

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: potassium carbonate / acetonitrile / 10 h / 25 - 35 °C / Reflux
2.1: phosphorus tribromide / dichloromethane / 2 h / 0 - 10 °C
3.1: toluene / 2 h / 85 - 90 °C
4.1: sodium hydroxide; water / ethanol / 72 h / Reflux
4.2: pH 1 - 1.2
4.3: 35 h / 155 °C
5.1: (S)-1-phenyl-ethylamine / ethyl acetate / 4 h / 10 °C
5.2: pH 1 - 1.2
6.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 20 °C
6.2: 5 °C
7.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 4 h / 5 - 10 °C
View Scheme
2-isopropyl-3-{2-[3-methoxy(propyloxy)]-4-methoxyphenyl}propionic acid
325154-22-1

2-isopropyl-3-{2-[3-methoxy(propyloxy)]-4-methoxyphenyl}propionic acid

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: (S)-1-phenyl-ethylamine / ethyl acetate / 4 h / 10 °C
1.2: pH 1 - 1.2
2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 20 °C
2.2: 5 °C
3.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 4 h / 5 - 10 °C
View Scheme
dimethyl-2(4-methoxy-3-(3-methoxypropyloxy)-benzyl)-2-isopropyl malonate
1381757-31-8

dimethyl-2(4-methoxy-3-(3-methoxypropyloxy)-benzyl)-2-isopropyl malonate

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium hydroxide; water / ethanol / 72 h / Reflux
1.2: pH 1 - 1.2
1.3: 35 h / 155 °C
2.1: (S)-1-phenyl-ethylamine / ethyl acetate / 4 h / 10 °C
2.2: pH 1 - 1.2
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 2 h / 20 °C
3.2: 5 °C
4.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 4 h / 5 - 10 °C
View Scheme
isopentanoyl chloride
108-12-3

isopentanoyl chloride

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.17 h / 70 °C / Inert atmosphere
2.2: 0 - 70 °C / Inert atmosphere
3.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 0 - 20 °C
4.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere
5.1: phosphorus tribromide / dichloromethane / 0 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(R)-­4-(2-(iodomethyl)­-3-­methylbutyl)-­1-­methoxy-2­-(3-­methoxypropoxy)benzene
900811-38-3

(R)-­4-(2-(iodomethyl)­-3-­methylbutyl)-­1-­methoxy-2­-(3-­methoxypropoxy)benzene

Conditions
ConditionsYield
With sodium iodide In acetone at 20℃; for 20h;95%
(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine
109838-85-9

(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(2S,5R)-2,5-dihydro-3,6-dimethoxy-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine
656241-17-7

(2S,5R)-2,5-dihydro-3,6-dimethoxy-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine

Conditions
ConditionsYield
Stage #1: (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine With n-butyllithium In hexane at -75℃; for 0.5h;
Stage #2: (R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene In tetrahydrofuran at -75 - -20℃; for 20h;
91%
Stage #1: (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine With n-butyllithium In tetrahydrofuran at -75℃;
Stage #2: (R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene In tetrahydrofuran at -75 - -18℃;
90%
(S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
78342-42-4

(S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(2R,5S)-2,5-dihydro-3,6-dimethoxy-2-{(2R)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine
656241-33-7

(2R,5S)-2,5-dihydro-3,6-dimethoxy-2-{(2R)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine

Conditions
ConditionsYield
Stage #1: (S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine With n-butyllithium In hexane at -75℃; for 2h;
Stage #2: (R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene In tetrahydrofuran at -20℃; for 16h;
68%
(2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine
110117-71-0

(2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(2R,5S)-3,6-diethoxy-2-isopropyl-5-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-2,5-dihydropyrazine
866030-33-3

(2R,5S)-3,6-diethoxy-2-isopropyl-5-((S)-2-(4-methoxy-3-(3-methoxypropoxy)benzyl)-3-methylbutyl)-2,5-dihydropyrazine

Conditions
ConditionsYield
With n-butyllithium68%
Stage #1: (2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine With n-butyllithium In tetrahydrofuran at -78℃; for 0.833333h;
Stage #2: (R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene In tetrahydrofuran for 168h;
(S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine
78342-42-4

(S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

A

(2S,5S)-2,5-dihydro-3,6-dimethoxy-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine

(2S,5S)-2,5-dihydro-3,6-dimethoxy-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine

B

(2R,5S)-2,5-dihydro-3,6-dimethoxy-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine
656241-32-6

(2R,5S)-2,5-dihydro-3,6-dimethoxy-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine

Conditions
ConditionsYield
Stage #1: (S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine With n-butyllithium In hexane at -75℃; for 0.5h;
Stage #2: (R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene In tetrahydrofuran at -75 - -20℃; for 50h;
A 26%
B 28%
(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine
109838-85-9

(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

A

(2S,5R)-2,5-dihydro-3,6-dimethoxy-2-{(2R)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine

(2S,5R)-2,5-dihydro-3,6-dimethoxy-2-{(2R)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-5-(1-methylethyl)pyrazine

B

(2R,5R)-2-Isopropyl-3,6-dimethoxy-5-{(R)-2-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-3-methyl-butyl}-2,5-dihydro-pyrazine

(2R,5R)-2-Isopropyl-3,6-dimethoxy-5-{(R)-2-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-3-methyl-butyl}-2,5-dihydro-pyrazine

Conditions
ConditionsYield
Stage #1: (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine With n-butyllithium In hexane at -75℃; for 2h;
Stage #2: (R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene In tetrahydrofuran at -20℃; for 16h;
A 20%
B 22%
3,6-Diethoxy-2,5-dihydropyridazin
38629-19-5

3,6-Diethoxy-2,5-dihydropyridazin

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

A

(2R)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine

(2R)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine

B

(2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine
172900-68-4

(2S)-3,6-diethoxy-2,5-dihydro-2-{(2S)-2-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-3-methylbutyl}-pyrazine

Conditions
ConditionsYield
Stage #1: 3,6-Diethoxy-2,5-dihydropyridazin With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.25h;
Stage #2: (R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene In tetrahydrofuran at -20℃; for 16h;
sodium cyanide
143-33-9

sodium cyanide

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(S)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentanenitrile
960124-88-3

(S)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentanenitrile

Conditions
ConditionsYield
In 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone at 50℃; for 2h;
In 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone at 50℃; for 2h;
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

tert-butyl {(1S,3S)-1-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-3-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate
866030-35-5

tert-butyl {(1S,3S)-1-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-3-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: 63 percent / Et3N / tetrahydrofuran / 18 h / 20 °C
View Scheme
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: 63 percent / Et3N / tetrahydrofuran / 18 h / 20 °C
View Scheme
Multi-step reaction with 8 steps
1: 68 percent / n-BuLi
2: HCl / acetonitrile
3: Et3N
4: NaBH4 / ethanol
5: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
6: Mg
7: 23 percent / H2 / Pd(OH)2/C
8: 38 percent / TPAP; NMMO
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(5S)-dihydro-5-[(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-aminopentyl]-3-(1-methylethyl)-2(3H)-furanone

(5S)-dihydro-5-[(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-aminopentyl]-3-(1-methylethyl)-2(3H)-furanone

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
View Scheme
Multi-step reaction with 10 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

methyl (2S,4S)-2-[[(phenylmethoxy)carbonyl]amino]-4-methoxy-3-(3-methoxypropoxy)-γ-(1-methylethyl)benzenepentanoate
900811-40-7

methyl (2S,4S)-2-[[(phenylmethoxy)carbonyl]amino]-4-methoxy-3-(3-methoxypropoxy)-γ-(1-methylethyl)benzenepentanoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(S)-3-Isopropyl-5-((1S,3S)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-1-{[1-phenyl-meth-(E)-ylidene]-amino}-pentyl)-dihydro-furan-2-one

(S)-3-Isopropyl-5-((1S,3S)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-1-{[1-phenyl-meth-(E)-ylidene]-amino}-pentyl)-dihydro-furan-2-one

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: ethanol / 1.5 h / 0 °C
View Scheme
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: ethanol / 1.5 h / 0 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(2S,4S)-2-[[(phenylmethoxy)carbonyl]amino]-4-methoxy-3-(3-methoxypropoxy)-γ-(1-methylethyl)benzenepentanoic acid
900811-41-8

(2S,4S)-2-[[(phenylmethoxy)carbonyl]amino]-4-methoxy-3-(3-methoxypropoxy)-γ-(1-methylethyl)benzenepentanoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(2S,4S)-2-Amino-4-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-5-methyl-hexanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

(2S,4S)-2-Amino-4-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-5-methyl-hexanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / NaI / acetone / 20 h / 20 °C
2: LiHMDS; LiCl / tetrahydrofuran / 0 - 20 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(3R,5S)-dihydro-5-[(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(phenylmethyl)amino]pentyl]-3-(1-methylethyl)-2(3H)-furanone

(3R,5S)-dihydro-5-[(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(phenylmethyl)amino]pentyl]-3-(1-methylethyl)-2(3H)-furanone

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: ethanol / 1.5 h / 0 °C
11.1: 6 mg / NaBH4 / ethanol / 0.67 h / 20 °C
View Scheme
Multi-step reaction with 12 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: ethanol / 1.5 h / 0 °C
12.1: 6 mg / NaBH4 / ethanol / 0.67 h / 20 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(3S,5S)-dihydro-5-[(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(phenylmethyl)amino]pentyl]-3-(1-methylethyl)-2(3H)-furanone
361460-40-4

(3S,5S)-dihydro-5-[(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(phenylmethyl)amino]pentyl]-3-(1-methylethyl)-2(3H)-furanone

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: ethanol / 1.5 h / 0 °C
11.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C
View Scheme
Multi-step reaction with 12 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: ethanol / 1.5 h / 0 °C
12.1: 24 mg / NaBH4 / ethanol / 0.67 h / 20 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

1,1-dimethylethyl [(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(2S,4R)-tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]pentyl]carbamate
900811-52-1

1,1-dimethylethyl [(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(2S,4R)-tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]pentyl]carbamate

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: Et3N / tetrahydrofuran / 18 h / 20 °C
View Scheme
Multi-step reaction with 10 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: 81 percent / Et3N / tetrahydrofuran / 18 h / 20 °C
View Scheme
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: Et3N / tetrahydrofuran / 18 h / 20 °C
View Scheme
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: 81 percent / Et3N / tetrahydrofuran / 18 h / 20 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

phenylmethyl [(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(2S)-tetrahydro-5-oxo-2-furanyl]pentyl]carbamate
900811-45-2

phenylmethyl [(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(2S)-tetrahydro-5-oxo-2-furanyl]pentyl]carbamate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

phenylmethyl [(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]pentyl]carbamate

phenylmethyl [(1S,3S)-3-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-4-methyl-1-[(2R)-tetrahydro-5-oxo-2-furanyl]pentyl]carbamate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 21 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(5S,7S)-5-Benzyloxycarbonylamino-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-4-oxo-nonanoic acid methyl ester
900811-43-0

(5S,7S)-5-Benzyloxycarbonylamino-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-4-oxo-nonanoic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

pyridin-4-yl (2S,4S)-2-[[(phenylmethoxy)carbonyl]amino]-4-methoxy-3-(3-methoxypropoxy)-γ-(1-methylethyl)benzenepentanethioate
900811-42-9

pyridin-4-yl (2S,4S)-2-[[(phenylmethoxy)carbonyl]amino]-4-methoxy-3-(3-methoxypropoxy)-γ-(1-methylethyl)benzenepentanethioate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

{(1S,3S)-1-((S)-4-Isopropylidene-5-oxo-tetrahydro-furan-2-yl)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid benzyl ester
900811-49-6

{(1S,3S)-1-((S)-4-Isopropylidene-5-oxo-tetrahydro-furan-2-yl)-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid benzyl ester

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

{(1S,3S)-1-[(S)-4-(1-Hydroxy-1-methyl-ethyl)-5-oxo-tetrahydro-furan-2-yl]-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid benzyl ester

{(1S,3S)-1-[(S)-4-(1-Hydroxy-1-methyl-ethyl)-5-oxo-tetrahydro-furan-2-yl]-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid benzyl ester

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(5S,7S)-5-Benzyloxycarbonylamino-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-4-oxo-nonanoic acid butyl ester

(5S,7S)-5-Benzyloxycarbonylamino-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-4-oxo-nonanoic acid butyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 60 percent / t-BuOH; SmI2 / tetrahydrofuran / 72 h / -78 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

((1S,2S,4R)-4-Butylcarbamoyl-2-hydroxy-1-{(S)-2-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-3-methyl-butyl}-5-methyl-hexyl)-carbamic acid tert-butyl ester

((1S,2S,4R)-4-Butylcarbamoyl-2-hydroxy-1-{(S)-2-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-3-methyl-butyl}-5-methyl-hexyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: Et3N / tetrahydrofuran / 18 h / 20 °C
11.1: 48 percent / trimethylaluminum / CH2Cl2; toluene / 48 h / 20 °C
View Scheme
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: 81 percent / Et3N / tetrahydrofuran / 18 h / 20 °C
11.1: 48 percent / trimethylaluminum / CH2Cl2; toluene / 48 h / 20 °C
View Scheme
Multi-step reaction with 12 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: Et3N / tetrahydrofuran / 18 h / 20 °C
12.1: 48 percent / trimethylaluminum / CH2Cl2; toluene / 48 h / 20 °C
View Scheme
Multi-step reaction with 12 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: 81 percent / Et3N / tetrahydrofuran / 18 h / 20 °C
12.1: 48 percent / trimethylaluminum / CH2Cl2; toluene / 48 h / 20 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

(1S,2S,4S,2'S)-(4-butylcarbamoyl-2-hydroxy-1-{2'-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutyl}-5-methylhexyl)carbamic acid tert-butyl ester
173337-63-8

(1S,2S,4S,2'S)-(4-butylcarbamoyl-2-hydroxy-1-{2'-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutyl}-5-methylhexyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 39 mg / H2 / Pd/C / ethanol / 48 h
10.1: 63 percent / Et3N / tetrahydrofuran / 18 h / 20 °C
11.1: 58 percent / trimethylaluminum / CH2Cl2; toluene / 20 h / 20 °C
View Scheme
Multi-step reaction with 12 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
3.1: 89 percent / pyridine / CH2Cl2 / 2 h / 20 °C
4.1: aq. NaOH / tetrahydrofuran; methanol / 3.5 h / 20 °C
5.1: 94 percent / EDCI / CH2Cl2 / 3.5 h / 0 °C
6.1: 67 percent / t-BuOH; SmI2 / tetrahydrofuran / 144 h / -78 °C
7.1: 85 mg / (S)-Alpine Hydride / tetrahydrofuran / 24 h / -78 °C
8.1: LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C
8.2: 91 percent / tetrahydrofuran; hexane / 2 h / -78 °C
9.1: PCl5 / CH2Cl2 / 2.5 h / 0 °C
9.2: 32 mg / 2-hydroxypyridine; Et3N / acetonitrile / 48 h / 80 °C
10.1: 94 percent / H2 / Pd/C / ethanol / 18 h
11.1: 63 percent / Et3N / tetrahydrofuran / 18 h / 20 °C
12.1: 58 percent / trimethylaluminum / CH2Cl2; toluene / 20 h / 20 °C
View Scheme
(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene
172900-69-5

(R)-4-(2-(bromomethyl)-3-methylbutyl)-1-methoxy-2-(3-methoxypropoxy)benzene

methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate
656241-36-0

methyl (2S,4S)-2-amino-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-BuLi / tetrahydrofuran / -75 °C
1.2: 90 percent / tetrahydrofuran / -75 - -18 °C
2.1: 99 percent / HCl / H2O; acetonitrile
View Scheme
Multi-step reaction with 2 steps
1.1: BuLi / hexane / 0.5 h / -75 °C
1.2: 91 percent / tetrahydrofuran / 20 h / -75 - -20 °C
2.1: 90 percent / 1N HCl / acetonitrile / 1.5 h / 20 °C
View Scheme

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View