769167-58-0

Basic information

• Product Name: Cyclopropanecarboxylic acid, 1-[[[(2S,4S)-4-[[(4-bromophenyl)sulfonyl]oxy]-1-[(2S)-2-[[(cyclopentyloxy) carbonyl]amino]-1-oxo-8-nonenyl]-2-pyrrolidinyl]carbonyl]amino]-2-ethen yl-, methyl ester, (1R,2S)-
• CAS NO: 769167-58-0
• Molecular Formula: C33H44BrN3O9S
• Molecular Weight: 738.697
• Mol File: 769167-58-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Cyclopropanecarboxylic acid, 1-[[[(2S,4S)-4-[[(4-bromophenyl)sulfonyl]oxy]-1-[(2S)-2-[[(cyclopentyloxy) carbonyl]amino]-1-oxo-8-nonenyl]-2-pyrrolidinyl]carbonyl]amino]-2-ethen yl-, methyl ester, (1R,2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarboxylic acid, 1-[[[(2S,4S)-4-[[(4-bromophenyl)sulfonyl]oxy]-1-[(2S)-2-[[(cyclopentyloxy) carbonyl]amino]-1-oxo-8-nonenyl]-2-pyrrolidinyl]carbonyl]amino]-2-ethen yl-, methyl ester, (1R,2S)-(769167-58-0)
• EPA Substance Registry System: Cyclopropanecarboxylic acid, 1-[[[(2S,4S)-4-[[(4-bromophenyl)sulfonyl]oxy]-1-[(2S)-2-[[(cyclopentyloxy) carbonyl]amino]-1-oxo-8-nonenyl]-2-pyrrolidinyl]carbonyl]amino]-2-ethen yl-, methyl ester, (1R,2S)-(769167-58-0)

Safety Data

• Hazardous Substances Data: 769167-58-0(Hazardous Substances Data)

Upstream product

• 769167-57-9 (1S,2R)-1-{[(2S,4S)-1-((S)-2-cyclopentyloxycarbonylamino-oct-7-enoyl)-4-hydroxypyrrolidine-2-carbonyl]-amino}-2-vinyl-cyclopropanecarboxylic acid methyl ester 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 144978-35-8 (S)-ethyl N-tert-butoxycarbonylpyroglutamate 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 138-36-3 p-bromobenzene sulfonic acid 
• 1338649-97-0 C₂HF₃O₂*C₁₁H₂₁NO₂ 
• 881683-81-4 ethyl (S)-((tert-butoxycarbonyl)amino)non-8-enoate 
• 801282-60-0 C₂₃H₂₉BrN₂O₈S 
• 367258-59-1 4-(4-bromobenzenesulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 
• 881683-80-3 ethyl (2S)-N-Boc-2-amino-5-oxo-non-8-enoate 
• 769167-55-7 (S)-2-cyclopentyloxycarbonyl-amino-8-nonenoic acid 
• 1098199-68-8 C₁₈H₂₁BrN₂O₆S*ClH 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 87250-97-3 2’-methyl-2’-propanyl (1S,4S)-3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane-5-carboxylate 

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 
• 300832-84-2 ciluprevir 
• 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 

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