401564-28-1

Basic information

• Product Name: N-Boc-(4S)-(benzamido)-L-proline methyl ester
• Synonyms: N-Boc-(4S)-(benzamido)-L-proline methyl ester
• CAS NO: 401564-28-1
• Molecular Weight: 348.399
• Mol File: 401564-28-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-Boc-(4S)-(benzamido)-L-proline methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-(4S)-(benzamido)-L-proline methyl ester(401564-28-1)
• EPA Substance Registry System: N-Boc-(4S)-(benzamido)-L-proline methyl ester(401564-28-1)

Safety Data

• Hazardous Substances Data: 401564-28-1(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 121148-01-4 (2S,4S)-4-amino-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 65-85-0 benzoic acid 
• 84520-68-3 N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester 
• 1217446-43-9 (2S,4S)-4-aminopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester hydrochloride 

Downstream Products

• 1035596-32-7 (2S,4S)-methyl 4-benzamidopyrrolidine-2-carboxylate hydrochloride 
• 401564-27-0 (2S,4S)-4-benzoylamino-1-tert-butoxycarbonylpyrrolidine-2-carboxylic acid 

Relevant articles and documents

Disulfide-Bridged Peptides That Mediate Enantioselective Cycloadditions through Thiyl Radical Catalysis

An enantioselective vinylcyclopropane ring-opening/cycloaddition cascade is described. The active thiyl radical catalysts are generated in situ via UV light-promoted homolysis of cystine-based dimers. Amide-functionalization of the peptide at the 4-proline position is essential for effective asymmetric induction. Stereochemical communication is dependent on steric interactions with this substituent that are enforced by H-bonding to the peptide backbone.

SYNTHESIS OF PYRROLIDINE COMPOUNDS

Provided are methods for the preparation of certain substituted pyrrolidine compounds, forms of (2S, 4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride, and methods for preparing and using these forms.

PROLINE DERIVATIVES AND USE THEREOF AS DRUGS

The present invention aims at providing compounds having therapeutic effects due to a DPP-IV inhibitory action, and satisfactory as pharmaceutical products. The present inventors have found that derivatives having a substituent introduced into the γ-position of proline represented by the formula (I) wherein each symbol is as defined in the specification, have a potent DPP-IV inhibitory activity, and completed the present invention by increasing the stability.