228579-91-7

Basic information

• Product Name: (2S)-di-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate
• Synonyms: (2S)-di-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate
• CAS NO: 228579-91-7
• Molecular Weight: 301.383
• Mol File: 228579-91-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S)-di-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-di-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate(228579-91-7)
• EPA Substance Registry System: (2S)-di-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate(228579-91-7)

Safety Data

• Hazardous Substances Data: 228579-91-7(Hazardous Substances Data)

Upstream product

• 91229-91-3 tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate 

Downstream Products

• 851544-48-4 (3aS,5R,7aS,9aS)-3-benzyl-4-oxo-decahydro-2-oxa-3,4a-diazacyclopenta[f]azulene-5-carboxylic acid tert-butyl ester 
• 851544-42-8 (3aR,5R,7aR,9aR)-3-benzyl-4-oxo-decahydro-2-oxa-3,4a-diazacyclopenta[f]azulene-5-carboxylic acid tert-butyl ester 
• 914305-11-6 N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline 
• 914305-16-1 trans-5-triphenylmethylthiomethyl-L-proline 

Relevant articles and documents

Asymmetric synthesis of L-proline regio- and stereoselectively labelled with deuterium

A synthesis of L-proline where all of the ring methylenes are stereoselectively labelled with deuterium is described. A catalytic deuteration of protected 3,4-dehydro-L-proline using transition metal catalyst followed by RuO4-oxidation gave a [3,4-D2]pyroglutamic acid derivative. A syn-selective deuteration of the aminal derived from the pyroglutamate with Et3SiD-BF3 · OEt2 furnished (2S,3S,4R,5S)-[3,4,5- D3]proline. The present procedure is also applied to the synthesis of the corresponding (2S,3S,4R,5R)-isomer.

INDUCTION OF ALPHA HELIX CONFORMATIONS IN PROTEINS AND PEPTIDES

Substituted tricyclic diproline analogues of the formula (I): wherein the variables are as defined herein. Also disclosed are methods for the production thereof, the use thereof for the induction of an alpha-helix conformation in peptides and/or proteins, pharmaceuticals containing said compounds, methods for the production of a peptide library containing said compounds, and peptide libraries containing said compounds.