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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

High quality Aliskire supplier in China

Cas:173334-57-1

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

Type:Manufacturers

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Wuhan Fortuna Chemical Co.,Ltd

Unique advantages for Aliskiren Cas 173334-57-1 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Off-white to brown powder Storage:N/A Package:10g,100g,1kg/foil bag;25kg/drum

Factory supply Aliskiren Cas 173334-57-1 with high quality and best price

Cas:173334-57-1

Min.Order:10 Gram

FOB Price: $28.0 / 30.0

Type:Trading Company

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Henan Allgreen Chemical Co.,Ltd

high quality Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea Port:shanghai

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 C

Aliskiren manufacturer with low price

Cas:173334-57-1

Min.Order:1 Gram

Negotiable

Type:Manufacturers

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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

High Quality 99% Aliskiren 173334-57-1 GMP manufacturer

Cas:173334-57-1

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis

Aliskiren

Cas:173334-57-1

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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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

Aliskiren

Cas:173334-57-1

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Henan Tianfu Chemical Co., Ltd.

TIANFUCHEM--173334-57-1--Aliskiren factory price Our company was built in 2009 with an ISO certificate.In the past 10 years, we have grown up as a famous fine chemicals supplier in China And we had established stable business relationsh

TIANFUCHEM--173334-57-1--Aliskiren factory price

Cas:173334-57-1

Min.Order:1 Metric Ton

FOB Price: $2000.0

Type:Lab/Research institutions

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LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

Aliskiren

Cas:173334-57-1

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

Aliskiren

Cas:173334-57-1

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

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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 173334-57-1 with competitive price

Cas:173334-57-1

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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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

Aliskiren 173334-57-1

Cas:173334-57-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Qingdao Beluga Import and Export Co., LTD

Aliskiren CAS:173334-57-1 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 high quality organic intermediates,

Aliskiren CAS:173334-57-1

Cas:173334-57-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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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 emai

Aliskiren

Cas:173334-57-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Hebei Mojin Biotechnology Co.,Ltd

Company information: Hebei Mojin Biotechnology Co., Ltd, Our company is a professional in chemical raw materials and chemical reagents research and development production enterprises. Our business covers more than 30 countries, most of the big custo

Factory Price Aliskiren CAS 173334-57-1

Cas:173334-57-1

Min.Order:1 Kilogram

FOB Price: $8.0 / 10.0

Type:Trading Company

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Lonwin Chemical Group Limited

Aliskiren CAS: 173334-57-1 Specification Items Specification Result Assay ≥98% 99.25% Apperance Off-white to brown powder Off-white powder Loss on drying ≤0.5% 0.28%

Factory supply Aliskiren

Cas:173334-57-1

Min.Order:1 Kilogram

Negotiable

Type:Other

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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

Aliskiren

Cas:173334-57-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Triumph International Development Limilted

Triumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Service 1.Own made fine chemical products 2.Out sourcin

Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

Aliskiren

Cas:173334-57-1

Min.Order:1 Gram

FOB Price: $1.0 / 100000.0

Type:Lab/Research institutions

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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

Aliskiren 99% CAS NO.173334-57-1

Cas:173334-57-1

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Hangzhou Lingrui Chemical Co.,Ltd.

advantage: 1. The best price, satisfactory quality; 2. customers have the right to choose the delivery of parcels (EMS, DHL, FedEx, UPS); 3. customers have the right to choose from the recent effective packaging methods of their products packaging

Aliskiren Base

Cas:173334-57-1

Min.Order:1 Gram

Negotiable

Type:Other

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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

Aliskiren

Cas:173334-57-1

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

High quality Aliskire

Cas:173334-57-1

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

Aliskiren 99% CAS NO.173334-57-1

Cas:173334-57-1

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

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HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white crystalline powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:100g/bottle,1kg/bottle,25kg/drum or as per your request Application:An

Aliskiren

Cas:173334-57-1

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

TaiChem Taizhou Limited

Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site

Aliskiren

Cas:173334-57-1

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

Top Purity Aliskiren

Cas:173334-57-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

Aliskiren

Cas:173334-57-1

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

Aliskiren 99% CAS NO.173334-57-1

Cas:173334-57-1

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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Synthetic route

tert-butyl (3S,5S,6S,8S)-8-(3-amino-2,2-dimethyl-3-oxopropylcarbamoyl)-6-hydroxy-3-(4-methoxy-3-(3-methoxypropoxy)benzyl)-2,9-dimethyldecan-5-ylcarbamate
173338-07-3

tert-butyl (3S,5S,6S,8S)-8-(3-amino-2,2-dimethyl-3-oxopropylcarbamoyl)-6-hydroxy-3-(4-methoxy-3-(3-methoxypropoxy)benzyl)-2,9-dimethyldecan-5-ylcarbamate

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Stage #1: tert-butyl (3S,5S,6S,8S)-8-(3-amino-2,2-dimethyl-3-oxopropylcarbamoyl)-6-hydroxy-3-(4-methoxy-3-(3-methoxypropoxy)benzyl)-2,9-dimethyldecan-5-ylcarbamate With hydrogenchloride In dichloromethane at 0 - 5℃;
Stage #2: With sodium hydroxide In dichloromethane pH=9;
100%
With hydrogenchloride In 1,4-dioxane at 0℃; Inert atmosphere;99%
With hydrogenchloride; water In ethyl acetate at 20℃; for 0.0833333h; Flow reactor;96%
(1S,2S,4S)-4-(2-carbamoyl-2-methylpropyl-carbamoyl)-2-hydroxy-1-{(S)-2-[4-methoxy-3-(3-methoxypropoxy)-benzyl]-3-methylbutyl}-5-methylhexyl-carbamic acid benzyl ester
1236549-06-6

(1S,2S,4S)-4-(2-carbamoyl-2-methylpropyl-carbamoyl)-2-hydroxy-1-{(S)-2-[4-methoxy-3-(3-methoxypropoxy)-benzyl]-3-methylbutyl}-5-methylhexyl-carbamic acid benzyl ester

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With 10% palladium on activated charcoal; hydrogen97%
With 5%-palladium/activated carbon; hydrogen In tert-butyl methyl ether at 25℃; under 2280.15 Torr; for 16h;86%
With 5%-palladium/activated carbon; hydrogen In tert-butyl methyl ether at 25℃; under 2280.15 Torr; for 16h;86%
Stage #1: (1S,2S,4S)-4-(2-carbamoyl-2-methylpropyl-carbamoyl)-2-hydroxy-1-{(S)-2-[4-methoxy-3-(3-methoxypropoxy)-benzyl]-3-methylbutyl}-5-methylhexyl-carbamic acid benzyl ester With hydrogen; acetic acid; palladium 10% on activated carbon In ethanol at 20℃; under 760.051 Torr;
Stage #2: With sodium hydroxide In ethanol pH=10;
Stage #1: (1S,2S,4S)-4-(2-carbamoyl-2-methylpropyl-carbamoyl)-2-hydroxy-1-{(S)-2-[4-methoxy-3-(3-methoxypropoxy)-benzyl]-3-methylbutyl}-5-methylhexyl-carbamic acid benzyl ester With hydrogen; acetic acid; palladium 10% on activated carbon In ethanol at 20℃; under 760.051 Torr;
Stage #2: With sodium hydroxide In ethanol; water pH=10;
C37H59N3O6

C37H59N3O6

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With hydrogen; ethanolamine; 10% palladium on activated carbon In methanol at 20℃; under 760.051 Torr; for 3h;87%
aminopivalinamide
324763-51-1

aminopivalinamide

C29H49NO6S

C29H49NO6S

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With 2-hydroxypyridin; hydrogenchloride; triethylamine In methanol at 80℃;68%
3-amino-2,2-dimethylpropionamide ammonium chloride

3-amino-2,2-dimethylpropionamide ammonium chloride

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

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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Stage #1: 3-amino-2,2-dimethylpropionamide ammonium chloride; 1,1-dimethylethyl[(1S,3S)-3-[{4-methoxy-3-(3-methoxypropoxy)phenyl}methyl]-4-methyl-1-[tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]pentyl]carbamate; sodium 2-ethylhexanoic acid at 120℃; for 1h;
Stage #2: With amine HCl
Stage #3: With NaA Product distribution / selectivity;
40%
(2S,4S,5S,7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-5-azido-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnonanamide

(2S,4S,5S,7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-5-azido-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methylnonanamide

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 3h;38%
(2S,4S,5S,7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-5-azido-4-hydroxy-2-isopropyl-7-(4-methoxy-3-(methoxypropoxy)benzyl)-8-methylnonanamide
324763-47-5

(2S,4S,5S,7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-5-azido-4-hydroxy-2-isopropyl-7-(4-methoxy-3-(methoxypropoxy)benzyl)-8-methylnonanamide

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol
With 1% Pd/C; hydrogen In ethanol
In methanol
With hydrogen; ethanolamine; palladium 10% on activated carbon In isopropyl alcohol for 3h; Product distribution / selectivity;
With palladium 10% on activated carbon; ammonia; hydrogen In ethanol at 20℃; under 5250.53 Torr;
(2-carbamoyl-2-methylpropyl)carbamic acid benzyl ester
666844-61-7

(2-carbamoyl-2-methylpropyl)carbamic acid benzyl ester

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2 / Pd()OH)2/C
2: 65 percent / 2-hydroxypyridine; Et3N
3: TMSCl; phenol / CH2Cl2
View Scheme
(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester
172900-83-3

(1S,3S)-{1-formyl-3-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-4-methyl-pentyl}-carbamic acid tert-butyl ester

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Mg
2: 23 percent / H2 / Pd(OH)2/C
3: 38 percent / TPAP; NMMO
4: 65 percent / 2-hydroxypyridine; Et3N
5: TMSCl; phenol / CH2Cl2
View Scheme
(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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: HCl / acetonitrile
2: Et3N
3: NaBH4 / ethanol
4: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
5: Mg
6: 23 percent / H2 / Pd(OH)2/C
7: 38 percent / TPAP; NMMO
8: 65 percent / 2-hydroxypyridine; Et3N
9: TMSCl; phenol / CH2Cl2
View Scheme
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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / 2-hydroxypyridine; Et3N
2: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine; 2-hydroxypyridin / tert-butyl methyl ether / 18 h / 80 °C
2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
2.2: pH 10
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine; 2-hydroxypyridin / 36 h / 60 - 65 °C
2.1: hydrogenchloride / dichloromethane; water / 3 h / 0 - 5 °C
2.2: 0 - 5 °C
View Scheme
((1S,2S,4S)-2-hydroxy-4-hydroxymethyl-1-((S)-2-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-3-methyl-butyl)-5-methyl-hexyl)-carbamic acid tert-butyl ester
866030-34-4

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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 38 percent / TPAP; NMMO
2: 65 percent / 2-hydroxypyridine; Et3N
3: TMSCl; phenol / CH2Cl2
View Scheme
(1S,4S,2'S)-(4-benzyloxymethyl-2-hydroxy-1-{2'-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutyl}-5-methylhexyl)carbamic acid tert-butyl ester

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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 23 percent / H2 / Pd(OH)2/C
2: 38 percent / TPAP; NMMO
3: 65 percent / 2-hydroxypyridine; Et3N
4: TMSCl; phenol / CH2Cl2
View Scheme
isovanillin
621-59-0

isovanillin

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 17 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
8: 68 percent / n-BuLi
9: HCl / acetonitrile
10: Et3N
11: NaBH4 / ethanol
12: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
13: Mg
14: 23 percent / H2 / Pd(OH)2/C
15: 38 percent / TPAP; NMMO
16: 65 percent / 2-hydroxypyridine; Et3N
17: TMSCl; phenol / CH2Cl2
View Scheme
aminopivalinamide
324763-51-1

aminopivalinamide

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / 2-hydroxypyridine; Et3N
2: TMSCl; phenol / CH2Cl2
View Scheme
2-cyano-2-methylpropanamide
7505-93-3

2-cyano-2-methylpropanamide

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: LAH / tetrahydrofuran
1.2: Et3N
2.1: H2 / Pd()OH)2/C
3.1: 65 percent / 2-hydroxypyridine; Et3N
4.1: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; ammonia / raney nickel / methanol / 14 h / 40 - 45 °C / 2942.29 Torr
2: triethylamine; 2-hydroxypyridin / 16 h / 85 - 90 °C
3: hydrogen; ethanolamine / palladium 10% on activated carbon / isopropyl alcohol / 3 h
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogen; ammonia / raney nickel / methanol / 14 h / 40 - 45 °C / 2942.29 Torr
2.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 4 h / 75 - 80 °C
2.2: 15 h / 85 - 90 °C
2.3: 3 h
View Scheme
Multi-step reaction with 3 steps
1.1: ammonia / Raney nickel / methanol / 25 - 35 °C / Autoclave
1.2: 10 h / 60 - 65 °C / 5149.01 - 5884.58 Torr
2.1: triethylamine; 2-hydroxypyridin
3.1: hydrogenchloride / water; acetone / 20 °C
3.2: pH 8 - 9
View Scheme
(R)-4-benzyl-3-(3-methylbutyryl)oxazolidin-2-one
145589-03-3

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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 76 percent / LiHMDS / tetrahydrofuran
2: 81 percent / LiOH; H2O2
3: 95 percent / LAH / tetrahydrofuran
4: 97 percent / PPh3; NBS / CH2Cl2
5: 68 percent / n-BuLi
6: HCl / acetonitrile
7: Et3N
8: NaBH4 / ethanol
9: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
10: Mg
11: 23 percent / H2 / Pd(OH)2/C
12: 38 percent / TPAP; NMMO
13: 65 percent / 2-hydroxypyridine; Et3N
14: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 9 steps
1: 50 percent / TiCl4 / CH2Cl2
2: 82 percent / LiOH; H2O2
3: 86 percent / LAH / tetrahydrofuran
4: 61 percent / PPh3; NBS / CH2Cl2
5: Mg
6: 23 percent / H2 / Pd(OH)2/C
7: 38 percent / TPAP; NMMO
8: 65 percent / 2-hydroxypyridine; Et3N
9: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 13 steps
1.1: lithium hexamethyldisilazane / -78 °C / Inert atmosphere; Large scale
1.2: -78 °C / Inert atmosphere; Large scale
1.3: Inert atmosphere; Large scale
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere
3.1: triethylamine / toluene / 1.5 h / 0 - 20 °C / Inert atmosphere
4.1: sodium iodide / acetonitrile / 12 h / Inert atmosphere; Reflux
5.1: lithium hydride / N,N-dimethyl acetamide / 1 h / 60 °C / Inert atmosphere
5.2: 48 h / 60 °C / Inert atmosphere
6.1: dmap; triethylamine / 3 h / 20 °C / Inert atmosphere
7.1: trifluoroacetic acid / 1 h / 20 °C / Inert atmosphere
8.1: (R)-(-)-4,12-bis(diphenylphosphino)[2.2]paracyclophane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; triethylamine / methanol / 24 h / 60 °C / 22502.3 Torr / Inert atmosphere; Large scale
9.1: diphenyl phosphoryl azide; triethylamine / toluene / 1 h / 80 °C / Inert atmosphere
9.2: 8 h / Inert atmosphere; Reflux
10.1: hydrogenchloride; water / ethanol / 48 h / 70 °C / Inert atmosphere
11.1: hydrogen; palladium 10% on activated carbon / methanol / 12 h / 20 °C / Inert atmosphere
11.2: 2 h / 20 °C / Inert atmosphere
12.1: 2-Ethylhexanoic acid / n-heptane / 8 h / 70 °C / Inert atmosphere
13.1: hydrogenchloride / dichloromethane / 3 h / -10 - 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 14 steps
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere
1.2: 20 h / -78 - 20 °C
2.1: water; dihydrogen peroxide; lithium hydroxide / tetrahydrofuran / 3 h / 0 - 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 6.5 h / 0 °C / Inert atmosphere; Reflux
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / 50 - 60 °C / Inert atmosphere
4.2: 20 °C
5.1: magnesium / tetrahydrofuran / 0.5 h / Inert atmosphere
5.2: -78 - 20 °C / Inert atmosphere
6.1: triethylamine; chlorotriethylstannane / 1,4-dioxane / 2 h / 0 °C
6.2: 20 °C
7.1: sodium periodate; ruthenium trichloride / acetonitrile / 0 - 20 °C
8.1: copper(II) sulfate / dichloromethane / 5 h / Reflux
9.1: boron trifluoride diethyl etherate / dichloromethane / 0.33 h / -78 - 20 °C
9.2: 5 h / 20 °C
10.1: diisobutylaluminium hydride / toluene / 2.5 h / -20 °C
11.1: magnesium / 0.5 h / Inert atmosphere
11.2: 3 h / -78 - 20 °C / Inert atmosphere
12.1: 10 wt% Pd(OH)2 on carbon; hydrogen / ethanol
13.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / dichloromethane / 2 h / 20 °C / Inert atmosphere; Molecular sieve
14.1: triethylamine; 2-hydroxypyridin; hydrogenchloride / methanol / 80 °C
View Scheme
4-methoxy-3-(3-methoxypropoxy)benzaldehyde
172900-75-3

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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 16 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
7: 68 percent / n-BuLi
8: HCl / acetonitrile
9: Et3N
10: NaBH4 / ethanol
11: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
12: Mg
13: 23 percent / H2 / Pd(OH)2/C
14: 38 percent / TPAP; NMMO
15: 65 percent / 2-hydroxypyridine; Et3N
16: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 13 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: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C
7.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere
7.2: 12.5 h / 0 - 5 °C
8.1: water; lithium hydroxide / tetrahydrofuran; methanol / 26 h / 65 - 70 °C
8.2: 0.5 h / 0 - 5 °C
9.1: hydrogenchloride / 1,1-dichloroethane; water / 0 - 5 °C / pH 2.5
9.2: 14.25 h / 0 - 30 °C
10.1: N-Bromosuccinimide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C
11.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C
12.1: triethylamine; 2-hydroxypyridin / 16 h / 85 - 90 °C
13.1: hydrogen; ethanolamine / palladium 10% on activated carbon / isopropyl alcohol / 3 h
View Scheme
Multi-step reaction with 10 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: sodium tetrahydroborate / tetrahydrofuran / 0 - 15 °C
4.2: 11 h / 60 - 65 °C
5.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C
6.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere
6.2: 12.5 h / 0 - 5 °C
7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 26 h / 65 - 70 °C
7.2: 0.5 h / 0 - 5 °C
8.1: hydrogenchloride / 1,1-dichloroethane; water / 0 - 5 °C / pH 2.5
8.2: 14.25 h / 0 - 30 °C
9.1: N-Bromosuccinimide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C
10.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 4 h / 75 - 80 °C
10.2: 15 h / 85 - 90 °C
10.3: 3 h
View Scheme
(R)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutanol
172900-70-8

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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: 97 percent / PPh3; NBS / CH2Cl2
2: 68 percent / n-BuLi
3: HCl / acetonitrile
4: Et3N
5: NaBH4 / ethanol
6: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
7: Mg
8: 23 percent / H2 / Pd(OH)2/C
9: 38 percent / TPAP; NMMO
10: 65 percent / 2-hydroxypyridine; Et3N
11: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 7 steps
1: 70 percent / SOCl2; pyridine
2: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C
3: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr
4: NEt3 / CH2Cl2
5: 85 percent / NaN3; 15-crown-6; DMPU
6: 59 percent / 2-OH-pyridine; NEt3
7: H2; aq. HCl / Pd/C / methanol
View Scheme
Multi-step reaction with 8 steps
1.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C
2.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere
2.2: 12.5 h / 0 - 5 °C
3.1: water; lithium hydroxide / tetrahydrofuran; methanol / 26 h / 65 - 70 °C
3.2: 0.5 h / 0 - 5 °C
4.1: hydrogenchloride / 1,1-dichloroethane; water / 0 - 5 °C / pH 2.5
4.2: 14.25 h / 0 - 30 °C
5.1: N-Bromosuccinimide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C
6.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C
7.1: triethylamine; 2-hydroxypyridin / 16 h / 85 - 90 °C
8.1: hydrogen; ethanolamine / palladium 10% on activated carbon / isopropyl alcohol / 3 h
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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 95 percent / LAH / tetrahydrofuran
2: 97 percent / PPh3; NBS / CH2Cl2
3: 68 percent / n-BuLi
4: HCl / acetonitrile
5: Et3N
6: NaBH4 / ethanol
7: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
8: Mg
9: 23 percent / H2 / Pd(OH)2/C
10: 38 percent / TPAP; NMMO
11: 65 percent / 2-hydroxypyridine; Et3N
12: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 8 steps
1: 90 percent / NaBH4; I2 / 96 h / 20 °C
2: 70 percent / SOCl2; pyridine
3: Mg; BrCH2CH2Br / tetrahydrofuran / 20 °C
4: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr
5: NEt3 / CH2Cl2
6: 85 percent / NaN3; 15-crown-6; DMPU
7: 59 percent / 2-OH-pyridine; NEt3
8: H2; aq. HCl / Pd/C / methanol
View Scheme
Multi-step reaction with 9 steps
1.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere
1.2: 5.75 h / 0 - 30 °C
2.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere
3.2: 12.5 h / 0 - 5 °C
4.1: water; lithium hydroxide / tetrahydrofuran; methanol / 26 h / 65 - 70 °C
4.2: 0.5 h / 0 - 5 °C
5.1: hydrogenchloride / 1,1-dichloroethane; water / 0 - 5 °C / pH 2.5
5.2: 14.25 h / 0 - 30 °C
6.1: N-Bromosuccinimide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C
7.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C
8.1: triethylamine; 2-hydroxypyridin / 16 h / 85 - 90 °C
9.1: hydrogen; ethanolamine / palladium 10% on activated carbon / isopropyl alcohol / 3 h
View Scheme
(2R)-3-methyl-2-[(phenylmethoxy)methyl]butan-1-ol
365541-75-9

(2R)-3-methyl-2-[(phenylmethoxy)methyl]butan-1-ol

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 61 percent / PPh3; NBS / CH2Cl2
2: Mg
3: 23 percent / H2 / Pd(OH)2/C
4: 38 percent / TPAP; NMMO
5: 65 percent / 2-hydroxypyridine; Et3N
6: TMSCl; phenol / CH2Cl2
View Scheme
(4R)-3-{(2S)-3-methyl-1-oxo-2-[(phenylmethoxy)methyl]butyl}-4-(phenylmethyl)oxazolidin-2-one
365541-74-8

(4R)-3-{(2S)-3-methyl-1-oxo-2-[(phenylmethoxy)methyl]butyl}-4-(phenylmethyl)oxazolidin-2-one

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 82 percent / LiOH; H2O2
2: 86 percent / LAH / tetrahydrofuran
3: 61 percent / PPh3; NBS / CH2Cl2
4: Mg
5: 23 percent / H2 / Pd(OH)2/C
6: 38 percent / TPAP; NMMO
7: 65 percent / 2-hydroxypyridine; Et3N
8: TMSCl; phenol / CH2Cl2
View Scheme
(2S)-(benzyloxymethyl)-3-methyl-butyl bromide
172901-00-7

(2S)-(benzyloxymethyl)-3-methyl-butyl bromide

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Mg
2: 23 percent / H2 / Pd(OH)2/C
3: 38 percent / TPAP; NMMO
4: 65 percent / 2-hydroxypyridine; Et3N
5: TMSCl; phenol / CH2Cl2
View Scheme
(2S)-3-methyl-2-[(phenylmethoxy)methyl]butanoic acid
656241-26-8

(2S)-3-methyl-2-[(phenylmethoxy)methyl]butanoic acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 86 percent / LAH / tetrahydrofuran
2: 61 percent / PPh3; NBS / CH2Cl2
3: Mg
4: 23 percent / H2 / Pd(OH)2/C
5: 38 percent / TPAP; NMMO
6: 65 percent / 2-hydroxypyridine; Et3N
7: TMSCl; phenol / CH2Cl2
View Scheme
4-(bromomethyl)-1-methoxy-2-(3-methoxypropoxy)-benzene
172900-73-1

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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 14 steps
1: 76 percent / LiHMDS / tetrahydrofuran
2: 81 percent / LiOH; H2O2
3: 95 percent / LAH / tetrahydrofuran
4: 97 percent / PPh3; NBS / CH2Cl2
5: 68 percent / n-BuLi
6: HCl / acetonitrile
7: Et3N
8: NaBH4 / ethanol
9: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
10: Mg
11: 23 percent / H2 / Pd(OH)2/C
12: 38 percent / TPAP; NMMO
13: 65 percent / 2-hydroxypyridine; Et3N
14: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 11 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: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C
5.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere
5.2: 12.5 h / 0 - 5 °C
6.1: water; lithium hydroxide / tetrahydrofuran; methanol / 26 h / 65 - 70 °C
6.2: 0.5 h / 0 - 5 °C
7.1: hydrogenchloride / 1,1-dichloroethane; water / 0 - 5 °C / pH 2.5
7.2: 14.25 h / 0 - 30 °C
8.1: N-Bromosuccinimide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C
9.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C
10.1: triethylamine; 2-hydroxypyridin / 16 h / 85 - 90 °C
11.1: hydrogen; ethanolamine / palladium 10% on activated carbon / isopropyl alcohol / 3 h
View Scheme
Multi-step reaction with 10 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: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C
4.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere
4.2: 12.5 h / 0 - 5 °C
5.1: water; lithium hydroxide / tetrahydrofuran; methanol / 26 h / 65 - 70 °C
5.2: 0.5 h / 0 - 5 °C
6.1: hydrogenchloride / 1,1-dichloroethane; water / 0 - 5 °C / pH 2.5
6.2: 14.25 h / 0 - 30 °C
7.1: N-Bromosuccinimide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C
8.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C
9.1: triethylamine; 2-hydroxypyridin / 16 h / 85 - 90 °C
10.1: hydrogen; ethanolamine / palladium 10% on activated carbon / isopropyl alcohol / 3 h
View Scheme
[4-methoxy-3-(3-methoxypropoxy)-phenyl]methanol
172900-74-2

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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 15 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
6: 68 percent / n-BuLi
7: HCl / acetonitrile
8: Et3N
9: NaBH4 / ethanol
10: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
11: Mg
12: 23 percent / H2 / Pd(OH)2/C
13: 38 percent / TPAP; NMMO
14: 65 percent / 2-hydroxypyridine; Et3N
15: TMSCl; phenol / CH2Cl2
View Scheme
Multi-step reaction with 12 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: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C
6.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere
6.2: 12.5 h / 0 - 5 °C
7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 26 h / 65 - 70 °C
7.2: 0.5 h / 0 - 5 °C
8.1: hydrogenchloride / 1,1-dichloroethane; water / 0 - 5 °C / pH 2.5
8.2: 14.25 h / 0 - 30 °C
9.1: N-Bromosuccinimide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C
10.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C
11.1: triethylamine; 2-hydroxypyridin / 16 h / 85 - 90 °C
12.1: hydrogen; ethanolamine / palladium 10% on activated carbon / isopropyl alcohol / 3 h
View Scheme
Multi-step reaction with 10 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: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C
6.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere
6.2: 12.5 h / 0 - 5 °C
7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 26 h / 65 - 70 °C
7.2: 0.5 h / 0 - 5 °C
8.1: hydrogenchloride / 1,1-dichloroethane; water / 0 - 5 °C / pH 2.5
8.2: 14.25 h / 0 - 30 °C
9.1: N-Bromosuccinimide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C
10.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 4 h / 75 - 80 °C
10.2: 15 h / 85 - 90 °C
10.3: 3 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

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 10 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
9: 65 percent / 2-hydroxypyridine; Et3N
10: TMSCl; phenol / CH2Cl2
View Scheme
(2S,4S)-2-Amino-4-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-5-methyl-hexanoic acid ethyl ester
172900-99-1

(2S,4S)-2-Amino-4-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-5-methyl-hexanoic acid ethyl ester

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: Et3N
2: NaBH4 / ethanol
3: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
4: Mg
5: 23 percent / H2 / Pd(OH)2/C
6: 38 percent / TPAP; NMMO
7: 65 percent / 2-hydroxypyridine; Et3N
8: TMSCl; phenol / CH2Cl2
View Scheme
(2S,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexan-1-ol
172900-82-2

(2S,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexan-1-ol

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
2: Mg
3: 23 percent / H2 / Pd(OH)2/C
4: 38 percent / TPAP; NMMO
5: 65 percent / 2-hydroxypyridine; Et3N
6: TMSCl; phenol / CH2Cl2
View Scheme
ethyl (2S,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate
172900-76-4

ethyl (2S,4S)-2-{[(tert-butoxy)carbonyl]amino}-4-[4-methoxy-3-(3-methoxypropoxy)benzyl]-5-methylhexanoate

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: NaBH4 / ethanol
2: 89 percent / DMSO; ClC(O)C(O)Cl; Et3N / CH2Cl2
3: Mg
4: 23 percent / H2 / Pd(OH)2/C
5: 38 percent / TPAP; NMMO
6: 65 percent / 2-hydroxypyridine; Et3N
7: TMSCl; phenol / CH2Cl2
View Scheme
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-N-(2-carbamoyl-2-methylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-[4-methoxy-3-(3-methoxypropoxy)phenyl]octanamide hemifumarate

(2S,4S,5S,7S)-N-(2-carbamoyl-2-methylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-[4-methoxy-3-(3-methoxypropoxy)phenyl]octanamide hemifumarate

Conditions
ConditionsYield
In ethanol; ethyl acetate93.6%
Stage #1: (2E)-but-2-enedioic acid; (2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide In ethanol; acetonitrile at 20 - 50℃; for 0.333333h;
Stage #2: In ethanol; acetonitrile at 17 - 37℃; for 12.6667h; Product distribution / selectivity; aliskiren modification A;
In methanol at 40 - 45℃; Temperature; Solvent; Concentration;3.8 g
oxalic acid
144-62-7

oxalic acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide hemioxalate

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide hemioxalate

Conditions
ConditionsYield
In water for 0.333333h;93.36%
succinic acid
110-15-6

succinic acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide hemisuccinate

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide hemisuccinate

Conditions
ConditionsYield
In water for 0.25h;92.6%
citric acid
77-92-9

citric acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide citrate

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide citrate

Conditions
ConditionsYield
In water for 0.5h; Product distribution / selectivity;92.37%
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxypropyl)-4-hydroxy-7-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-8-methyl-(2-propan-2-yl)nonanamide hemifumarate
173334-58-2

(2S,4S,5S,7S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxypropyl)-4-hydroxy-7-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-8-methyl-(2-propan-2-yl)nonanamide hemifumarate

Conditions
ConditionsYield
In methanol Solvent; Concentration; Time; Temperature;81.5%
In methanol at 35℃; for 1h; Product distribution / selectivity;74.25%
In ethanol at 20℃; Product distribution / selectivity;
L-Tartaric acid
87-69-4

L-Tartaric acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide hemi(L-tartrate)

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide hemi(L-tartrate)

Conditions
ConditionsYield
In ethanol; acetonitrile at 20℃; for 0.0833333h; Product distribution / selectivity;72.85%
(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide phosphate
1327153-75-2

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide phosphate

Conditions
ConditionsYield
With phosphoric acid In water at 20℃; for 0.5h; Product distribution / selectivity;70.8%
acetic acid
64-19-7

acetic acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide acetate
1327153-77-4

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide acetate

Conditions
ConditionsYield
In water for 0.5h;65%
(S)-Malic acid
97-67-6

(S)-Malic acid

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide L-malate
1327153-72-9

(2S),(4S),(5S),(7S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide L-malate

Conditions
ConditionsYield
In water for 0.5h; Product distribution / selectivity;63.3%
In ethanol; dichloromethane at 20℃; for 24h;
pentafluorophenol 4-nitroxybutyrate
838878-70-9

pentafluorophenol 4-nitroxybutyrate

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-[4-(nitrooxy)butanoyl]amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propopxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-[4-(nitrooxy)butanoyl]amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propopxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With dmap; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h;50%
4-(nitrooxy)butyl 4-nitrophenyl carbonate
935472-60-9

4-(nitrooxy)butyl 4-nitrophenyl carbonate

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-[[[4-(nitrooxy)butyl]oxy]carbonyl]amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propopxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-[[[4-(nitrooxy)butyl]oxy]carbonyl]amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propopxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With dmap; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h;50%
pentafluorophenol 4-nitroxybutyrate
838878-70-9

pentafluorophenol 4-nitroxybutyrate

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-[4-(nitrooxy)butanoyl]amino-4-[4-(nitrooxy)butanoyl]oxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propopxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-[4-(nitrooxy)butanoyl]amino-4-[4-(nitrooxy)butanoyl]oxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propopxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With dmap; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h;45%
[4-(nitrooxy)methyl]benzoic acid pentafluorophenyl ester
874446-96-5

[4-(nitrooxy)methyl]benzoic acid pentafluorophenyl ester

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-[4-[(nitrooxy)methyl]benzoyl]amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propopxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

(2S,4S,5S,7S)-5-[4-[(nitrooxy)methyl]benzoyl]amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propopxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

Conditions
ConditionsYield
With dmap; scandium tris(trifluoromethanesulfonate) In N,N-dimethyl-formamide at 0 - 20℃; for 4h;30%
(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide
173334-57-1

(2S,4S,5S,7S)-5-Amino-4-hydroxy-2-isopropyl-7-[4-methoxy-3-(3-methoxy-propoxy)-benzyl]-8-methyl-nonanoic acid (2-carbamoyl-2-methyl-propyl)-amide

2(S),4(S),5(S),7(S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide, hydrogen sulfate salt of

2(S),4(S),5(S),7(S)-N-(3-amino-2,2-dimethyl-3-oxopropyl)-2,7-di(1-methylethyl)-4-hydroxy-5-amino-8-[4-methoxy-3-(3-methoxy-propoxy)phenyl]-octanamide, hydrogen sulfate salt of

Conditions
ConditionsYield
With sulfuric acid In water; acetonitrile at 0 - 5℃; for 10 - 48h;n/a
With sulfuric acid In water; acetonitrile at 0 - 5℃; for 11 - 49h;n/a

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