402959-36-8

Basic information

• Product Name: (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]octahydrocyclopenta[c]pyrrole-1-carboxamide
• Synonyms: (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]octahydrocyclopenta[c]pyrrole-1-carboxamide;Cyclopenta[c]pyrrole-1-carboxaMide, (2S)-2-cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-Methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylaMino)-1-hydroxy-2-oxoethyl]butyl]octahydro-, (1S,3aR,6aS)-;(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxaMido)acetaMido)-3,3-diMethylbutanoyl)-N-((3S)-1-(cyclopropylaMino)-2-hydroxy-1-oxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxaMide;Cyclopenta[c]pyrrole-1-carboxaMide, (2S)-2-cyclohexyl-N-(pyrazinylcarbonyl)glycyl-3-Methyl-L-valyl-N-[(1S)-1- [2-(cyclopropylaMino)-1-hydroxy-2-oxoethyl]butyl]octahydro-, (1S,3aR,6aS)-;Hydrotelaprevir;(3S,3aS,6aR)-2-[(2R)-2-[[(2S)-2-cyclohexyl-2-(pyrazine-2-carbonylamino)acetyl]amino]-3,3-dimethylbutanoyl]-N-[(3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-yl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-3-carboxamide;(3S,3aS,6aR)-N-[(2S)-2-[[(2S)-2-c
• CAS NO: 402959-36-8
• Molecular Formula: C36H55N7O6
• Molecular Weight: 681.8652
• Mol File: 402959-36-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 1007℃
• Flash Point: 563℃
• Appearance: /
• Density: 1.25
• CAS DataBase Reference: (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]octahydrocyclopenta[c]pyrrole-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]octahydrocyclopenta[c]pyrrole-1-carboxamide(402959-36-8)
• EPA Substance Registry System: (1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]octahydrocyclopenta[c]pyrrole-1-carboxamide(402959-36-8)

Safety Data

• Hazardous Substances Data: 402959-36-8(Hazardous Substances Data)

Usage

General Description

The chemical "(1S,3aR,6aS)-(2S)-2-Cyclohexyl-N-(2-pyrazinylcarbonyl)glycyl-3-methyl-L-valyl-N-[(1S)-1-[2-(cyclopropylamino)-1-hydroxy-2-oxoethyl]butyl]octahydrocyclopenta[c]pyrrole-1-carboxamide" is a complex organic molecule with numerous distinct functional groups. It contains a pyrazine ring, which is a heterocyclic aromatic organic compound, a pyrrole ring, another aromatic heterocyclic compound, and a cyclopentane ring, which is a cycloalkane. Other functional groups in the structure include carboxamide groups, an amino group, and a hydroxy group. It also contains several carbon chains of varying lengths with one of them being cyclohexyl and the others being butyl and octahydro. Overall, this molecule is a combination of several chemical moieties with potential biological activities and could be of interest in medicinal chemistry.

Upstream product

• 402958-32-1 3-amino-N-cyclopropyl-2-hydroxylhexanamide 
• 402958-98-9 (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 111003-36-2 ((2R,3S)-3-propyloxiran-2-yl)methanol 
• 928-95-0 (E)-2-Hexen-1-ol 
• 1414976-36-5 C₁₅H₁₉NO₂ 
• 402958-96-7 (S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoic acid 
• 944716-73-8 (2S,3S)-N-cyclopropyl-3-amino-2-hydroxyhexanoic acid amide hydrochloride 
• 313343-42-9 ethyl 3-oxooctahydro-1H-cyclopenta[c]pyridine-4-carboxylate 
• 848777-30-0 (2S)-cyclohexyl[(pyrazin-2-ylcarbonyl)amino]ethanoic acid 
• 1147103-52-3 (1S,3aR,6aS)-2-[(2S)-2-amino-3,3-dimethylbutanoyl]-N-[(3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-yl]octahydrocyclopenta[c]pyrrole-1-carboxamide 
• 1208221-46-8 (1S,3aR,6aS)-N-[(3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-yl]octahydrocyclopenta[c]pyrrole-1-carboxamide 
• 313343-42-9 ethyl 3-oxooctahydro-1H-cyclopenta[c]pyridine-4-carboxylate 

Downstream Products

• 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 

Relevant articles and documents

Asymmetric synthesis of 3,4-disubstituted proline derivatives: Application in synthesis of hepatitis C virus protease inhibitor telaprevir

A practical asymmetric synthesis of 3,4-disubstituted proline derivatives has been realized with high stereoselectivity and moderate yield. The key steps involved are desymmetric ring-opening reaction of commercially available anhydrides, intramolecular Strecker reaction and thermodynamically controlled cyanide hydrolysis. Based on this methodology, the synthesis of HCV protease inhibitor Telaprevir was achieved.

PROCESS FOR THE PREPARATION OF TELAPREVIR AND INTERMEDIATES THEREOF

The present invention provides a process for the preparation of telaprevir and intermediates thereof.

A highly efficient synthesis of telaprevir by strategic use of biocatalysis and multicomponent reactions

A very short and efficient synthesis of the important drug candidate telaprevir, featuring a biocatalytic desymmetrization and two multicomponent reactions as the key steps, is presented. The classical issue of lack of stereoselectivity in Ugi- and Passerini-type reactions is circumvented. The atom economic and convergent nature of the synthetic strategy require only very limited use of protective groups.