402960-19-4

Basic information

• Product Name: (3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide
• Synonyms: (3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide;HexanaMide, 3-aMino-N-cyclopropyl-2-hydroxy-, (3S)-;(S)-3-amino-2-hydroxyhexanoylcyclopropylamide
• CAS NO: 402960-19-4
• Molecular Formula: C₉H₁₈N₂O₂
• Molecular Weight: 186
• Mol File: 402960-19-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.11
• Storage Temp.: 2-8°C
• Solubility: Dimethyl Formamide, Dimethyl Sulfoxide, Methanol
• CAS DataBase Reference: (3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide(402960-19-4)
• EPA Substance Registry System: (3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide(402960-19-4)

Safety Data

• Hazardous Substances Data: 402960-19-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-white Solid

Uses

Used in the preparation of tetrapeptide-based compounds useful in the inhibition of hepatitis C virus NS3·4A protease.

Upstream product

• 1166397-39-2 N-cyclopropyl-3-amino-2-hydroxyhexanamide hydrochloride 
• 67271-32-3 ethyl 2-chloro-3-oxohexanoate 
• 3249-68-1 ethyl butyroyl acetate 
• 928064-71-5 methyl (S)-3-(benzyloxycarbonyl)amino-2-hydroxyhexanoate 
• 149357-16-4 (S)-2-benzyloxycarbonylaminopentanal 
• 145842-50-8 benzyl N-[(1S)-1-(hydroxymethyl)butyl]carbamate 
• 6600-40-4 L-Norvaline 
• 402959-34-6 (S)-3-(benzyloxycarbonyl)amino-2-hydroxyhexanoylcyclopropylamide 

Downstream Products

• 850251-51-3 pyrazine-2-carboxylic acid [(1-{4-(5-chloro-pyridin-2-yloxy)-2-[1-(cyclopropylcarbamoyl-hydroxy-methyl)-butylcarbamoyl]-pyrrolidine-1-carbonyl}-2,2-dimethyl-propylcarbamoyl)-cyclohexyl-methyl]-amide 
• 402957-28-2 (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide 
• 1053230-85-5 (5R,8S)-7-((S)-2-(2-cyclohexylacetamido)-3,3-dimethylbutanoyl)-N-((3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-yl)-2-oxo-3-phenyl-1-oxa-3,7-diazaspiro[4.4]nonane-8-carboxamide 
• 1033882-76-6 (3R,4R)-4-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-N,3,3-trimethylbutanamido)-N₃-((3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-yl)-N₁-phenylpyrrolidine-1,3-dicarboxamide 
• 1033882-73-3 (3R,4R)-tert-butyl 3-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-N,3,3-trimethylbutanamido)-4-((3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-ylcarbamoyl)pyrrolidine-1-carboxylate 
• 1033881-47-8 pyrazine-2-carboxylic acid [cyclohexyl-(1-{3-[1-(cyclopropylcarbamoyl-hydroxy-methyl)-butylcarbamoyl]-bicyclo[2.2.1]hept-2-ylcarbamoyl}-2,2-dimethylpropyl carbamoyl)-methyl]-amide 
• 1033881-31-0 N-((1S)-1-cyclohexyl-2-((2S)-1-((1S,2R)-2-(1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-ylcarbamoyl)cyclohexylamino)-3,3-dimethyl-1-oxobutan-2-ylamino)-2-oxoethyl)pyrazine-2-carboxamide 
• 1033881-23-0 N-((1S)-1-cyclohexyl-2-((2S)-1-((1S,2R)-2-(1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-ylcarbamoyl)cyclopentylamino)-3,3-dimethyl-1-oxobutan-2-ylamino)-2-oxoethyl)pyrazine-2-carboxamide 
• 1033880-99-7 C₄₄H₅₈N₈O₈ 
• 1033880-93-1 C₄₄H₅₈N₈O₈ 
• 1033880-87-3 C₃₈H₆₀N₈O₈ 
• 1033880-81-7 C₄₀H₅₆N₈O₈ 
• 1033880-75-9 C₄₈H₆₂N₈O₈ 
• 1033880-51-1 C₄₀H₅₆N₈O₇ 

Relevant articles and documents

A pulls Swiss Wei intermediates for the synthesis of the new method

The invention discloses a method for preparing (3S)-3-amino-2-hydroxyl-N-cyclopropylhexanamide. The compound can be used as an important intermediate for preparing telaprevir. According to the invention, ethyl butyrylacetate is used as a starting raw material, and through steps of helogenation, substitution, amination, reduction, hydrolysis, deprotection, resolution and the like, (3S)-3-amino-2-hydroxyl-N-cyclopropylhexanamide is prepared. The method provided by the invention has advantages as follows: raw materials are cheap and easily available; reaction yield is high; and costs are high.

Processes and intermediates

The invention relates to compounds and processes useful for the preparation of protease inhibitors, particularly serine protease inhibitors. The protease inhibitors are useful for treatment of HCV infections.