1227703-50-5

Basic information

• Product Name: rel-(1R,5S)-2-cyano-3-azabicyclo[3,3,0]octane
• Synonyms: rel-(1R,5S)-2-cyano-3-azabicyclo[3,3,0]octane;(3AS,6AR)-OCTAHYDROCYCLOPENTA[C]PYRROLE-1-CARBONITRILE
• CAS NO: 1227703-50-5
• Molecular Formula: C8H12N2
• Molecular Weight: 136.19428
• Mol File: 1227703-50-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: rel-(1R,5S)-2-cyano-3-azabicyclo[3,3,0]octane(CAS DataBase Reference)
• NIST Chemistry Reference: rel-(1R,5S)-2-cyano-3-azabicyclo[3,3,0]octane(1227703-50-5)
• EPA Substance Registry System: rel-(1R,5S)-2-cyano-3-azabicyclo[3,3,0]octane(1227703-50-5)

Safety Data

• Hazardous Substances Data: 1227703-50-5(Hazardous Substances Data)

Upstream product

• 773837-37-9 sodium cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 1414976-32-1 C₁₅H₁₉NO₃ 
• 1205676-41-0 (3aS,6aR)-1,3a,4,5,6,6a-hexahydrocyclopenta[c]pyrrole hydrochloride 
• 55489-11-7 6,6-dimethoxyhexanal 
• 110-83-8 cyclohexene 
• 1114553-80-8 (E)-7-nitrohept-6-enal 
• 1037834-39-1 (3aR,6aS)-octahydrocyclopenta[c]pyrrole 
• 1227703-21-0 (3aR,6aS)-1,3a,4,5,6,6a-hexahydrocyclopenta[c]pyrrole 
• 1393524-02-1 (1R,3aS,6aR)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 1227703-21-0 (3aR,6aS)-1,3a,4,5,6,6a-hexahydrocyclopenta[c]pyrrole 
• 112626-50-3 (3aR,6aS)-octahydrocyclopenta[c]pyrrole hydrochloride 

Downstream Products

• 791572-14-0 octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 926276-11-1 (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 714194-68-0 tert-butyl (1S,3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylate 
• 926276-09-7 (3aR,6aS)-2-Boc-octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 791572-14-0 (3aR,6aS)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid 
• 1393524-02-1 (1R,3aS,6aR)-octahydrocyclopenta[c]pyrrole-1-carboxylic acid 

Relevant articles and documents

Unraveling the C2-Symmetric Azatetraquinane System. Simple, Enantioselective Syntheses

Concise stereocontrolled synthetic routes to the C2-symmetric azatetraquinane 1 (or, also, the enantiomer) are described. The successful execution of the synthesis involved innovation in the methodology for [3+2] cycloaddition and stereochemical control.

A process for the preparation of intermediates telaprevir

The invention provides a telaprevir intermediate preparation method. The telaprevir intermediate preparation method comprises the following steps: (1) synthesizing (3aR, 6aS)-1,3a,4,5,6,6a-hexahydrocyclopentapyrrol; (2) synthesizing (3aR, 6aS)-octahydrocyclopentapyrrol-1-sodium sulfate; (3) synthesizing (3aR, 6aS)- octahydrocyclopentapyrrol-1-cyanogen; (4) synthesizing (3aR, 6aS)- octahydrocyclopentapyrrol-1-carboxylic acid; (5) synthesizing (3aR, 6aS)-2-Boc octahydrocyclopentapyrrol-1-carboxylic acid; (6) synthesizing (1s, 3aR, 6aS)-2-Boc octahydrocyclopentapyrrol-1-carboxylic acid; (7) synthesizing (1s, 3aR, 6aS)-2-Boc octahydrocyclopentapyrrol-1-carboxylic acid ethyl ester salt. The telaprevir intermediate preparation method is reasonable in process, low in cost and simple and convenient to operate, reagents are inexpensive and easy to obtain, and the control on reaction is easy.

PROCESS FOR PRODUCING ESTER COMPOUND

Compound (1) or a salt that is useful as an intermediate for the production of a medicine, an agrochemical or the like can be produced by a process including the following steps: (A) reacting an aldehyde (2) with nitromethane to produce a nitroaldehyde; (B) reacting the nitroaldehyde with an alcohol to produce a nitroacetal; (C) reducing the nitroacetal to produce an aminoacetal; (D) protecting an amino group in the aminoacetal to produce a protected aminoacetal; (E) treating the protected aminoacetal with an acid and subsequently with a base and then reacting the resultant product with a cyanating agent to produce a nitrile; (F) hydrolyzing the nitrile to produce a protected amino acid; and (G) substituting a group R5 in the protected amino acid by a hydrogen atom and protecting a carboxyl group therein.