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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's 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. DayangChem can provide different quantities

Benzene, 1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodo- Manufacturer/High quality/Best price/In stock

Cas:1103738-29-9

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene 1103738-29-9

Cas:1103738-29-9

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

Type:Manufacturers

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need CMO

1-Chloro-2-(4-ethoxybenzyl)-4-iodobenzene manufacturer/supplier

Cas:1103738-29-9

Min.Order:1 Gram

Negotiable

Type:Manufacturers

inquiry

Hangzhou Think Chemical Co. Ltd

1-Chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene CAS No.:1103738-29-9 HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on

Henan Allgreen Chemical Co.,Ltd

high quality Appearance:white powder Storage:Sealed, dry, microtherm , avoid light and smell Package:According to the demand of customer Application:Pharmaceutical intermediates Transportation:by air or by sea Port:shanghai

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene

Cas:1103738-29-9

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi

1-Chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene

Cas:1103738-29-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

ANQING CHICO PHARMACEUTICAL CO.,LTD.

High quality. Factory supply. In stock. Best price.1.Quick response within 24 hours;2.Best quality in your requirement;?3.We pay more attention on delivery time, and usually ship on time;4.Under the premise of safety and effectiveness, we can produce

1-Chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene

Cas:1103738-29-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

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

1-Chloro-2-[(4-ethoxyphenyl)-methyl]-4-iodobenzene

Cas:1103738-29-9

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Jinan Finer Chemical Co., Ltd

Product Description Product website: http://www.finerchem.com/pro01en/id/1063.html Product Name 1-Chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene CAS No.

1-Chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene

Cas:1103738-29-9

Min.Order:1 Gram

FOB Price: $45.0

Type:Lab/Research institutions

inquiry

LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&amp

Benzene, 1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodo- / LIDE PHARMA- Factory supply / Best price

Cas:1103738-29-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene Basic information Product Name: 4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene Synonyms: 4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene;1-chloro-2-(4-etho

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene

Cas:1103738-29-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Density: 1.531 ± 0.06 g/cm3 (Predicted) Melting point: 62 – 64 ° C Boiling point: 411.2 ± 40.0 ° C (Predicted) Solubility: DMSO (Slightly), Methanol (Slightly) Storage conditions: 2-8 ° C (protect from light) Sensitivi

1-Chloro-2-(4-ethoxybenzyl)-4-iodobenzene 1103738-29-9

Cas:1103738-29-9

Min.Order:1 Kilogram

FOB Price: $15.0 / 40.0

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

Factory direct supply CAS 1103738-29-9 with best quality

Cas:1103738-29-9

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

1-Chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Cas:1103738-29-9

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Henan Sinotech Import&Export Corporation

CAS No.: 1103738-29-9 Synonyms: 1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodobenzene Formula: C15H14ClIO Exact Mass: 371.97800 Mo

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene CAS:1103738-29-9

Cas:1103738-29-9

Min.Order:5 Metric Ton

FOB Price: $1.0 / 2.0

Type:Other

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by email in time prod

Benzene, 1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodo-

Cas:1103738-29-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Benzene, 1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodo- 1103738-29-9

Cas:1103738-29-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Huarong Pharm Co., Ltd.

Hangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the research, development and manufac

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene

Cas:1103738-29-9

Min.Order:1 Gram

FOB Price: $1.0 / 2.0

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene 99%

Cas:1103738-29-9

Min.Order:1 Kilogram

FOB Price: $68.0 / 75.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene CAS:1103738-29-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in hi

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene CAS:1103738-29-9

Cas:1103738-29-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Benzene, 1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodo-

Cas:1103738-29-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Zenuo Biological Medicine Technology Co Ltd

Product Name: 4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene Synonyms: EOS-61384;Ipragliflozin intermediate 2;4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene;1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene;SOTA-006;EGT-OET(I);1-CHLORO-2(4-ETHOXYPHENYYL)METHYL-4-

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene supplier best quality

Cas:1103738-29-9

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Changchun Artel lmport and Export trade company

price, service, company and transport advantage: 1. best service, high quality and reasonable price. 2. it's customers' right to choose the package (ems, dhl, fedex, ups). 3. it's customers' right to choose the packing w

1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodo-Benzene CAS NO.1103738-29-9

Cas:1103738-29-9

Min.Order:10 Metric Ton

Negotiable

Type:Trading Company

inquiry

Triumph International Development Limilted

Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene

Cas:1103738-29-9

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

1-Chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Cas:1103738-29-9

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

4-(5-LODO-2-CHLOROBENZYL)PHENYL ETHYL ETHER

Cas:1103738-29-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures

1-Chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Cas:1103738-29-9

Min.Order:1 Kilogram

FOB Price: $60.0 / 80.0

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, 1-chloro-2-[(4-ethoxyphenyl)methyl]-4-iodo-

Cas:1103738-29-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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

4-Iodo-1-chloro-2-(4-ethoxybenzyl)benzene

Cas:1103738-29-9

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone
1103738-26-6

(2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
With triethylsilane; boron trifluoride diethyl etherate In acetonitrile at 5 - 20℃; for 17.5h;97.4%
With triethylsilane; boron trifluoride diethyl etherate In acetonitrile at 5 - 20℃; for 17.508h; Inert atmosphere;97.4%
Stage #1: (2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone With sodium tetrahydroborate In tetrahydrofuran for 0.5h; Inert atmosphere;
Stage #2: With aluminum (III) chloride at 10℃; for 0.5h; Reflux;
91.2%
2-bromomethyl-1-chloro-4-iodo-benzene
793695-85-9

2-bromomethyl-1-chloro-4-iodo-benzene

4-bromoethoxybenzene
588-96-5

4-bromoethoxybenzene

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
Stage #1: 4-bromoethoxybenzene With iodine; magnesium; methoxybenzene at 47℃; for 3.2h;
Stage #2: 2-bromomethyl-1-chloro-4-iodo-benzene With copper(l) iodide at -18 - 20℃; for 16.2h; Temperature;
95.9%
2-chloro-5-iodobenzoylchloride
281652-58-2

2-chloro-5-iodobenzoylchloride

Phenetole
103-73-1

Phenetole

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
Stage #1: 2-chloro-5-iodobenzoylchloride; Phenetole With aluminum (III) chloride In dichloromethane at -5 - 15℃;
Stage #2: at 25 - 30℃; for 26h;
67%
Stage #1: Phenetole With aluminum (III) chloride In dichloromethane at -3 - 5℃; for 0.5h;
Stage #2: 2-chloro-5-iodobenzoylchloride In dichloromethane at 0 - 25℃; for 12h;
Stage #3: In dichloromethane at 30℃; for 16h;
67%
Stage #1: 2-chloro-5-iodobenzoylchloride; Phenetole With aluminum (III) chloride In dichloromethane at 0 - 5℃; for 2h;
Stage #2: In dichloromethane at 25 - 30℃; for 26h;
67%
aq sodium bicarbonate

aq sodium bicarbonate

boron trifluoride-diethyletherate

boron trifluoride-diethyletherate

(2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone
1103738-26-6

(2-chloro-5-iodo-phenyl)-(4-ethoxyphenyl)methanone

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
With triethylsilane In acetonitrile
2-chloro-5-iodobenzoylchloride
281652-58-2

2-chloro-5-iodobenzoylchloride

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminum (III) chloride / dichloromethane / 2.33 h / -7 - 9 °C / Inert atmosphere
2: boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 17.5 h / 5 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: aluminum (III) chloride / dichloromethane / 0.12 h / -7 - 9 °C / Inert atmosphere
1.2: 2.22 h / 3 - 5 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 17.5 h / 5 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: aluminum (III) chloride / dichloromethane / 2 h / 5 - 15 °C / Industrial scale
2: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 2.5 h / 20 - 30 °C / Industrial scale
View Scheme
Multi-step reaction with 2 steps
1: aluminum (III) chloride; water / dichloromethane / 2 h / 5 - 15 °C / Industrial scale
2: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 2.5 h / 20 - 30 °C / Industrial scale
View Scheme
2-chloro-5-iodobenzoic acid
19094-56-5

2-chloro-5-iodobenzoic acid

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 20.93 h
2: aluminum (III) chloride / dichloromethane / 2.33 h / -7 - 9 °C / Inert atmosphere
3: boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 17.5 h / 5 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16 h / 10 - 25 °C
2.1: aluminum (III) chloride / dichloromethane / -5 - 15 °C
2.2: polymethylhydrosiloxane (PMHS) / 26 h / 25 - 30 °C
View Scheme
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 16.17 h / 10 - 25 °C
2.1: aluminum (III) chloride / dichloromethane / 0.5 h / -3 - 5 °C
2.2: 12 h / 0 - 25 °C
2.3: polymethylhydrosiloxane (PMHS) / 16 h / 30 °C
View Scheme
Phenetole
103-73-1

Phenetole

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: oxalyl chloride / dichloromethane; N,N-dimethyl-formamide / 4 h / 20 °C
1.2: 3 h / 0 - 20 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 0 - 20 °C
View Scheme
fluorobenzene
462-06-6

fluorobenzene

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 39 - 42 °C
1.2: Reflux
2.1: sodium hydroxide / 50 - 65 °C
3.1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / Inert atmosphere
3.2: 0.5 h / 10 °C / Reflux
View Scheme
(2-chloro-5-iodophenyl)(4-fluorophenyl)methanone
915095-86-2

(2-chloro-5-iodophenyl)(4-fluorophenyl)methanone

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / 50 - 65 °C
2.1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / Inert atmosphere
2.2: 0.5 h / 10 °C / Reflux
View Scheme
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

C30H33NO6

C30H33NO6

C41H39ClO6

C41H39ClO6

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With TurboGrignard In tetrahydrofuran at -5 - 0℃; for 1h;
Stage #2: C30H33NO6 In tetrahydrofuran; toluene at -5 - 0℃;
91%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

C20H27NO7

C20H27NO7

C31H33ClO7

C31H33ClO7

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -5 - 0℃; for 1h; Inert atmosphere;
Stage #2: C20H27NO7 In tetrahydrofuran at 25 - 30℃; Inert atmosphere;
91%
2-methylmercapto-ethanol
5271-38-5

2-methylmercapto-ethanol

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

C16H17ClOS

C16H17ClOS

Conditions
ConditionsYield
With potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 12h;91%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
461432-24-6

(3R,4S,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With TurboGrignard In tetrahydrofuran at -5 - 0℃; for 2h; Inert atmosphere;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one In tetrahydrofuran; n-heptane at -5 - 0℃; for 2h;
Stage #3: With hydrogenchloride In tetrahydrofuran; methanol; n-heptane at 0 - 20℃; for 16h;
90%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

C26H25ClO5

C26H25ClO5

C41H39ClO6

C41H39ClO6

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With TurboGrignard In tetrahydrofuran at -5 - 0℃;
Stage #2: C26H25ClO5 In tetrahydrofuran; toluene at 0 - 5℃;
90%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone
1103738-19-7

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone

isopropylmagnesium chloride
1068-55-9

isopropylmagnesium chloride

A

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone
1103738-30-2

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone

B

C11H18O5

C11H18O5

C

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5S,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5S,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanone

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene; isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 6h; Industrial scale;
Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone With tert-butylmagnesium chloride In tetrahydrofuran at -10 - -5℃; for 6.5h; Industrial scale;
Stage #3: With citric acid In tetrahydrofuran; water at 0 - 5℃; for 1h; Industrial scale; stereoselective reaction;
A 87%
B n/a
C n/a
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

(2R,3S,4S)-2,3,4-tris(benzyloxy)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-methylpiperazin-1-yl)butan-1-one
1431329-05-3

(2R,3S,4S)-2,3,4-tris(benzyloxy)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-methylpiperazin-1-yl)butan-1-one

(2R,3S,4S)-2,3,4-tribenzyloxy-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxanepent-4-yl)-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)butan-1-one

(2R,3S,4S)-2,3,4-tribenzyloxy-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxanepent-4-yl)-1-(4-chloro-3-(4-ethoxybenzyl)phenyl)butan-1-one

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With butyl magnesium bromide In tetrahydrofuran at -5 - 0℃; for 1h; Inert atmosphere;
Stage #2: (2R,3S,4S)-2,3,4-tris(benzyloxy)-4-(4-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-methylpiperazin-1-yl)butan-1-one In tetrahydrofuran at 20 - 30℃; Inert atmosphere;
86%
ethylthioacetic acid methyl ester
2432-51-1

ethylthioacetic acid methyl ester

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

C17H17ClO2S

C17H17ClO2S

Conditions
ConditionsYield
With potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; under 15001.5 Torr; for 16h;86%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

2-N-(quinolin-8-yl)carbamoyl-3,4,6-tri-O-benzyl-D-glucal

2-N-(quinolin-8-yl)carbamoyl-3,4,6-tri-O-benzyl-D-glucal

2-N-(quinolin-8-yl)carbamoyl1-(4-chloro-3-(4-ethoxybenzyl)-benzene)-3,4,6-tri-O-benzyl-D-glucal

2-N-(quinolin-8-yl)carbamoyl1-(4-chloro-3-(4-ethoxybenzyl)-benzene)-3,4,6-tri-O-benzyl-D-glucal

Conditions
ConditionsYield
With dichloro(1,5-cyclooctadiene)palladium(II); silver(I) acetate; potassium carbonate; citric acid In toluene at 130℃; for 3h; Schlenk technique; Inert atmosphere;85%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

(2,3,4,6-tetra-O-benzyl-2-β-D-glucopyranosyl)tri-n-butylstannane

(2,3,4,6-tetra-O-benzyl-2-β-D-glucopyranosyl)tri-n-butylstannane

(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran

(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran

Conditions
ConditionsYield
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); C51H73O2P; copper(l) chloride In 1,4-dioxane at 110℃; for 72h; Inert atmosphere;83%
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; copper(l) chloride In 1,4-dioxane at 110℃; for 72h; Inert atmosphere;83%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

tri-n-butyl-(β-D-glucopyranosyl)stannane

tri-n-butyl-(β-D-glucopyranosyl)stannane

dapagliflozin
461432-26-8

dapagliflozin

Conditions
ConditionsYield
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); bis(3,5-bis(trifluoromethyl)phenyl)(2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1’-biphenyl]-2-yl)phosphine; copper(l) chloride In 1,4-dioxane at 110℃; for 72h; Inert atmosphere;82%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
32469-28-6, 55515-28-1, 55515-29-2, 32384-65-9

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol
714269-57-5

(2S,3R,4S,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)-2-methoxy-tetrahydropyran-3,4,5-triol

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene; (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With TurboGrignard In tetrahydrofuran at -30 - -20℃; for 1h; Inert atmosphere;
Stage #2: With methanesulfonic acid In tetrahydrofuran; methanol at -10 - 30℃; for 2h; Inert atmosphere;
81.8%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone
1103738-19-7

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone
1103738-30-2

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -5℃; for 3h; Industry scale;
Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone With tert-butylmagnesium chloride In tetrahydrofuran at -25 - -20℃; for 3.68333h; Product distribution / selectivity; Industry scale;
81%
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -5℃; for 3h; Industry scale;
Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone With tert-butylmagnesium chloride In tetrahydrofuran at -25 - -20℃; Product distribution / selectivity; Industry scale;
81%
With n-butyllithium In tetrahydrofuran at 0 - 20℃; for 4.5h;76%
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at 0 - 5℃; for 1.5h;
Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone In tetrahydrofuran at 0 - 20℃; Product distribution / selectivity;
76%
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at 0 - 5℃; for 1.5h;
Stage #2: ((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone In tetrahydrofuran at 0 - 20℃; for 3h; Reagent/catalyst; Temperature;
178 mg
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
461432-25-7

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In 2-methyltetrahydrofuran at -5 - 0℃; for 2h;
Stage #2: 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide With N,N,N,N,-tetramethylethylenediamine; isopropylmagnesium chloride; cobalt(III) acetylacetonate In 2-methyltetrahydrofuran at 0 - 30℃; for 2.5h;
78%
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -10 - -5℃; for 2h; Inert atmosphere;
Stage #2: 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide With copper dichloride In tetrahydrofuran at 5 - 10℃; for 13h; Reagent/catalyst;
75%
aq NH4Cl

aq NH4Cl

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone
1103738-19-7

((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholin-4-yl)methanone

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone
1103738-30-2

(4-chloro-3-(4-ethoxybenzyl)phenyl)((3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuran[2,3-d][1,3]dioxolan-5-yl)methanone

Conditions
ConditionsYield
With i-PrMgCl In tetrahydrofuran76%
4-methylsulfanyl-2-butanone
34047-39-7

4-methylsulfanyl-2-butanone

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

C17H17ClO2S

C17H17ClO2S

Conditions
ConditionsYield
With potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; under 15001.5 Torr; for 16h;75%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

4-chloro-3-(4-ethoxybenzyl)benzonitrile

4-chloro-3-(4-ethoxybenzyl)benzonitrile

Conditions
ConditionsYield
With zinc diacetate; nixantphos In 1-methyl-pyrrolidin-2-one at 140℃; for 24h; Inert atmosphere;73%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

A

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
461432-25-7

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

B

C29H33ClO10

C29H33ClO10

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II); magnesium chloride; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine; zinc In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere; Cooling with ice;A 65%
B n/a
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
147556-23-8

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-2-ol

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-2-ol

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
Stage #2: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(((tert-butyldiphenylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one With copper(l) iodide In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
58.8%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

4-chloro-3-(4-ethoxybenzyl)benzenesulfonic acid

4-chloro-3-(4-ethoxybenzyl)benzenesulfonic acid

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; Aminoiminomethanesulfinic acid In dimethyl sulfoxide at 100℃; for 14h; Green chemistry;52%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

4-chloro-3-(4-ethoxybenzyl)-N-methyl-N-phenethylbenzenesulfonamide

4-chloro-3-(4-ethoxybenzyl)-N-methyl-N-phenethylbenzenesulfonamide

Conditions
ConditionsYield
With dmap; 1-ethenyl-4-methylbenzene; palladium(II) acetylacetonate; 2,3,4,5-tetrabromothiophene 1,1-dioxide In dimethyl sulfoxide at 95℃; for 24h; Sealed tube; Inert atmosphere;45%
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2-H-pyran-3,4,5-triol
1018899-04-1

(2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2-H-pyran-3,4,5-triol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / -5 °C / Industry scale
1.2: -25 - -20 °C / Industry scale
2.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C
3.1: acetic acid / water / 15 h / 100 °C
3.2: 0 - 20 °C
4.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3.5 h / 80 °C
4.2: 3 h / 20 °C
5.1: sodium methylate / methanol / 2.25 h / 20 °C / Industry scale; Inert atmosphere
5.2: 1.5 h / 0 - 20 °C / Industry scale
View Scheme
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 0 - 5 °C
1.2: 3 h / 0 - 20 °C
2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol / -78 - -70 °C
3.1: acetic acid / water / 15 h / 100 °C
3.2: 2 h / 0 - 20 °C
4.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3.5 h / 80 °C
4.2: 3 h / 20 °C
5.1: sodium methylate / methanol / 2.25 h / 20 °C / Inert atmosphere; Large scale
View Scheme
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

[(2S,3S,4R,5S,6R)-4,5-diacetoxy-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3-yl]acetate
1018899-03-0

[(2S,3S,4R,5S,6R)-4,5-diacetoxy-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylthiotetrahydropyran-3-yl]acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / -5 °C / Industry scale
1.2: -25 - -20 °C / Industry scale
2.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C
3.1: acetic acid / water / 15 h / 100 °C
3.2: 0 - 20 °C
4.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3.5 h / 80 °C
4.2: 3 h / 20 °C
View Scheme
1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene
1103738-29-9

1-chloro-2-(4-ethoxybenzyl)-4-iodobenzene

acetic acid (3S,4R,5S,6S)-2,4,5-triacetoxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-tetrahydropyran-3-yl ester
1018898-84-4

acetic acid (3S,4R,5S,6S)-2,4,5-triacetoxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-tetrahydropyran-3-yl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / -5 °C / Industry scale
1.2: -25 - -20 °C / Industry scale
2.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C
3.1: acetic acid / water / 15 h / 100 °C
3.2: 0 - 20 °C
View Scheme
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