769167-55-7

Basic information

• Product Name: (S)-2-(cyclopentyloxycarbonylaMino)non-8-enoic acid
• Synonyms: (S)-2-(cyclopentyloxycarbonylaMino)non-8-enoic acid;(2S)-2-[[(Cyclopentyloxy)carbonyl]amino]-8-nonenoic acid
• CAS NO: 769167-55-7
• Molecular Formula: C₁₅H₂₅NO₄
• Molecular Weight: 283
• Mol File: 769167-55-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.09
• CAS DataBase Reference: (S)-2-(cyclopentyloxycarbonylaMino)non-8-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(cyclopentyloxycarbonylaMino)non-8-enoic acid(769167-55-7)
• EPA Substance Registry System: (S)-2-(cyclopentyloxycarbonylaMino)non-8-enoic acid(769167-55-7)

Safety Data

• Hazardous Substances Data: 769167-55-7(Hazardous Substances Data)

Usage

General Description

(S)-2-(cyclopentyloxycarbonyl)amino)non-8-enoic acid is a chemical compound with the molecular formula C15H25NO4. It is a non-essential amino acid derivative that plays a crucial role in the biosynthesis of the neurotransmitter acetylcholine. (S)-2-(cyclopentyloxycarbonylaMino)non-8-enoic acid is also known for its potential pharmaceutical applications, particularly in the development of anti-inflammatory and anti-tumor drugs. Additionally, it is used in research and development of new therapeutic agents to treat various diseases and conditions. The compound's structure and properties make it a valuable tool in the study of biological processes and drug discovery.

Upstream product

• 50715-28-1 cyclopentyl chloroformate 
• 96-41-3 Cyclopentanol 
• 1051392-83-6 (2S,5R)-3,6-diethoxy-2-hept-6-enyl-5-isopropyl-2,5-dihydro-pyrazine 
• 1025554-98-6 (S)-2-amino-non-8-enoic acid ethyl ester 
• 4117-09-3 7-bromo-hept-1-ene 
• 924309-93-3 (±)-2-acetamido-8-nonenoic acid 
• 924307-76-6 (S)-2-amino-8-nonenoic acid 
• 929-21-5 7-chloro-1-heptene 
• 144978-35-8 (S)-ethyl N-tert-butoxycarbonylpyroglutamate 
• 1338649-97-0 C₂HF₃O₂*C₁₁H₂₁NO₂ 
• 881683-81-4 ethyl (S)-((tert-butoxycarbonyl)amino)non-8-enoate 
• 881683-80-3 ethyl (2S)-N-Boc-2-amino-5-oxo-non-8-enoate 
• 1051392-89-2 (S)-2-cyclopentyloxycarboxycarbonylamino-non-8-enoic acid ethyl ester 

Downstream Products

• 879623-40-2 18-(4-bromobenzenesulfonyloxy)-14-cyclopentyloxycarbonylamino-2,15-dioxo-3,16-diaza-tricyclo-[14.3.0.0(4,6)]nonadec-7-ene-4-carboxylic acid methyl ester 
• 1007205-38-0 ciluprevir 
• 769167-58-0 (1S,2R)-1-{[(2S,4S)-4-(4-bromo-benzenesulfonyloxy)-1-((S)-2-cyclopentyloxycarbonylamino-oct-7-enoyl)pyrrolidine-2-carbonyl]-amino}-2-vinylcyclopropanecarboxylic acid methyl ester 
• 1315327-11-7 C₄₅H₅₃N₇O₈S 
• 1016640-21-3 C₂₀H₃₂N₂O₆ 
• 300832-84-2 ciluprevir 
• 912291-98-6 4-Nitro-benzoic acid (3S,5S)-1-((S)-2-cyclopentyloxycarbonylamino-non-8-enoyl)-5-((1R,2R)-1-methoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-pyrrolidin-3-yl ester 
• 912291-95-3 (1S,4R,6S,7Z,14S,18S)-14-cyclopentyloxycarbonylamino-18-(4-nitro-benzoyloxy)-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester 
• 782479-05-4 (1S,4R,6S,7Z,14S,18S)-18-(4-bromo-benzenesulfonyloxy)-14-cyclopentyloxycarbonylamino-2,15-dioxo-3,16-diaza-tricyclo[14.3.0.0^4,6]nonadec-7-ene-4-carboxylic acid methyl ester 
• 1217127-79-1 C₂₇H₃₇BrN₂O₈S 
• 912291-94-2 4-nitro-benzoic acid 1-(2-cyclopentyloxycarbonylamino-non-8-enoyl)-5-(1-methoxycarbonyl-2-vinylcyclopropylcarbamoyl)-pyrrolidin-3-yl ester 

Relevant articles and documents

A concise synthesis of the HCV protease inhibitor BILN 2061 and its P3 modified analogs

A concise synthesis of BILN 2061 was achieved through more efficient installation of P2 4-quinoline moiety via SN2 displacement of the β-OBs group located on the 4-hydroxyl proline intermediate, which was prepared from 4-α-hydroxyl proline analog via Mitsunobu reaction with inversion of stereochemistry. In addition, a short and practical synthesis for P3 unit is also described herein. Final assembly of four fragments for BILN 2061 was achieved with an overall yield of 58% in 4 steps from P1 to 15a. Furthermore several analogs of BILN 2061 (WX-1-WX-5) containing modifications on P3 unit were synthesized successfully using the same synthetic route as described for the parent inhibitor BILN 2061. Copyright

Efficient synthesis of (S)-2-(cyclopentyloxycarbonyl)-amino-8-nonenoic acid: Key building block for BILN 2061, an HCV NS3 protease inhibitor

A new procedure for the practical synthesis of (S)-2-(cyclopen- tyloxycarbonyl)amino-8-nonenoic acid, a key building block for BILN 2061, an HCV NS3 protease inhibitor, has been developed. The key step features a kinetic resolution of racemic 2-acetylamino-8-nonenoic acid with acylase I. In addition, the undesired (R)-2-acetylamino-8-nonenoic acid was recycled after racemization. The procedure was implemented for the production of (S)-2-(cyclopentyloxycarbonyl)amino-8-nonenoic acid on pilot-plant scale.