523988-37-6

Basic information

• Product Name: 1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5S)-(9CI)
• Synonyms: 1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5S)-(9CI)
• CAS NO: 523988-37-6
• Molecular Formula: C8H11NO3
• Molecular Weight: 169.18
• Product Categories: PYRROLE;GLYCINESCAFFOLD
• Mol File: 523988-37-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5S)-(9CI)(523988-37-6)
• EPA Substance Registry System: 1-Azabicyclo[3.2.0]heptane-2-carboxylicacid,7-oxo-,methylester,(2R,5S)-(9CI)(523988-37-6)

Safety Data

• Hazardous Substances Data: 523988-37-6(Hazardous Substances Data)

Upstream product

• 523988-20-7 (2S,5R)-N-(tert-butoxycarbonyl)-5-(carboxymethyl)pyrrolidine-2-carboxylic acid methyl ester 
• 449171-44-2 methyl (1S,4R)-N-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-one-1-carboxylate 
• 523988-29-6 (2R,5S)-N-(tert-butoxycarbonyl)-5-(carboxymethyl)pyrrolidine-2-carboxylic acid methyl ester 
• 449171-51-1 methyl (1R,4S)-N-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-one-1-carboxylate 
• 1026369-94-7 C₂₂H₃₇NO₈ 
• 206128-03-2 (S)-dimethyl 2-(bis(tert-butoxycarbonyl)amino)pentanedioate 
• 192314-71-9 methyl (S)-2-N,N-di(tert-butoxycarbonyl)amino-5-oxopentanoate 
• 523988-30-9 (2S,5S)-N-(tert-butoxycarbonyl)-5-(carboxymethyl)pyrrolidine-2-carboxylic acid methyl ester 
• 603127-33-9 (2S,5S)-5-Carboxymethyl-pyrrolidine-2-carboxylic acid methyl ester 
• 123360-97-4 (R)-4-((E)-4-tert-Butoxycarbonyl-but-3-enyl)-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 123385-56-8 (E)-(R)-6-(2,2,2-Trichloro-ethoxycarbonylamino)-hept-2-enedioic acid 1-tert-butyl ester 7-methyl ester 
• 123360-95-2 (R)-4-(2-Carboxy-ethyl)-5-oxo-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 123360-96-3 (R)-5-Oxo-4-(3-oxo-propyl)-oxazolidine-3-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 403499-12-7 5-tert-butoxycarbonylmethyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 

Relevant articles and documents

Enantiopure synthesis of all four stereoisomers of carbapenam-3-carboxylic acid methyl ester

The retro-Dieckmann reaction has been used as a stereodivergent synthetic tool on N-Boc-7-azabicyclo[2.2.1]heptan-2-one-1-carboxylic acid methyl ester to obtain enantiopure trans- and cis-5-(carboxymethyl)pyrrolidine-2-carboxylic acid methyl esters. These disubstituted pyrrolidines have been used as starting materials to develop concise and straightforward syntheses of all four stereoisomers of carbapenam-3-carboxylic acid methyl esters. In this way, we have confirmed unequivocally the stereochemistry of two carbapenams isolated from strains of Serratia and Erwinia species.

Diastereoselective synthesis of 3,5-trans-(+)-(3R,5R)-3-carbomethoxycarbapenam from 3-hydroxypyridine: Questioning the stereochemical assignment of the natural product

An enantio- and diastereoselective synthesis of the methyl ester of 3,5-trans-(3R,5R)-carbapenam-3-carboxylic acid from 3-hydroxypyridine via (2R,5S)-trans-5-acetoxy-2-allylpiperidine has been achieved by employing the piperidine-pyrrolidine ring-contract

A chiral synthesis of trans-carbapenam-3-carboxylic acid and the assignment of (3S,5S) configuration to the corresponding product from Serratia and Erwinia species

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