246040-09-5

Basic information

• Product Name: (S)-1-((S)-2-tert-Butoxycarbonylamino-4-oxo-4-phenyl-butyryl)-pyrrolidine-2-carboxylic acid benzyl ester
• CAS NO: 246040-09-5
• Molecular Weight: 480.561
• Mol File: 246040-09-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-1-((S)-2-tert-Butoxycarbonylamino-4-oxo-4-phenyl-butyryl)-pyrrolidine-2-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-((S)-2-tert-Butoxycarbonylamino-4-oxo-4-phenyl-butyryl)-pyrrolidine-2-carboxylic acid benzyl ester(246040-09-5)
• EPA Substance Registry System: (S)-1-((S)-2-tert-Butoxycarbonylamino-4-oxo-4-phenyl-butyryl)-pyrrolidine-2-carboxylic acid benzyl ester(246040-09-5)

Safety Data

• Hazardous Substances Data: 246040-09-5(Hazardous Substances Data)

Upstream product

• 119817-54-8 (S)-2-amino-4-oxo-4-phenyl-butanoic acid 
• 246040-05-1 2-tert-butoxycarbonylamino-4-oxo-4-phenyl-butyric acid 
• 41324-66-7 H-Pro-OBzl 

Downstream Products

• 246040-13-1 (3S,6S,8R,8aR)-6-tert-Butoxycarbonylamino-8-hydroxy-5-oxo-8-phenyl-octahydro-indolizine-3-carboxylic acid benzyl ester 

Relevant articles and documents

An efficient synthesis of bicyclic β-turn dipeptides via a photochemical key step

A novel synthetic route to bicyclic β-turn dipeptides (BTD) is described. It starts with L-β-benzoylalanine 1, which is N-protected and coupled with proline esters yielding the dipeptides 3. Upon irradiation 3a-c undergo a cyclization to the indolizinones 4 in a highly stereoselective manner. 4a and 4c were converted into the N-protected BTD derivatives suited for peptide synthesis. The absolute configuration of products 4 and 5 were unambiguously elucidated from NOE results.