1316177-96-4

Basic information

• Product Name: methyl (2S,3aS,7aS)-N-(benzyloxycarbonyl)-2-methyloctahydroindole-2-carboxylate
• Synonyms: methyl (2S,3aS,7aS)-N-(benzyloxycarbonyl)-2-methyloctahydroindole-2-carboxylate
• CAS NO: 1316177-96-4
• Molecular Weight: 331.412
• Mol File: 1316177-96-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl (2S,3aS,7aS)-N-(benzyloxycarbonyl)-2-methyloctahydroindole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S,3aS,7aS)-N-(benzyloxycarbonyl)-2-methyloctahydroindole-2-carboxylate(1316177-96-4)
• EPA Substance Registry System: methyl (2S,3aS,7aS)-N-(benzyloxycarbonyl)-2-methyloctahydroindole-2-carboxylate(1316177-96-4)

Safety Data

• Hazardous Substances Data: 1316177-96-4(Hazardous Substances Data)

Upstream product

• 163229-48-9 1-(1,1-dimethylethyl)-1H-indole-1,2-dicarboxylic acid 2-methyl ester 
• 501-53-1 benzyl chloroformate 
• 1202-04-6 indole-2-carboxylic acid methyl ester 
• 1477-50-5 Indole-2-carboxylic acid 

Downstream Products

• 1316178-01-4 (2S,3aS,7aS)-N-(benzyloxycarbonyl)-2-methyloctahydroindole-2-carboxylic acid 

Relevant articles and documents

Practical access to the proline analogs (S,S,S)- and (R,R,R)-2- methyloctahydroindole-2-carboxylic acids by HPLC enantioseparation

An efficient methodology for the preparation of the α- tetrasubstituted proline analog (S,S,S)-2-methyloctahydroindole-2-carboxylic acid, (S,S,S)-(αMe)Oic, and its enantiomer, (R,R,R)-(αMe)Oic, has been developed. Starting from easily available substrates and through simple transformations, a racemic precursor has been synthesized in excellent yield and further subjected to HPLC resolution using a cellulose-derived chiral stationary phase. Specifically, a semipreparative (250 mm × 20 mm ID) Chiralpak IC column has allowed the efficient resolution of more than 4 g of racemate using a mixture of n-hexane/tert-butyl methyl ether/2-propanol as the eluent. Multigram quantities of the target amino acids have been isolated in enantiomerically pure form and suitably protected for incorporation into peptides.