132592-28-0

Basic information

• Product Name: (2S,5RS)-5-(phenylseleno)-1,2-pyrrolidinecarboxylic acid 1-(2-(trimethylsilyl)ethyl) 2-methyl diester
• CAS NO: 132592-28-0
• Molecular Weight: 428.462
• Mol File: 132592-28-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,5RS)-5-(phenylseleno)-1,2-pyrrolidinecarboxylic acid 1-(2-(trimethylsilyl)ethyl) 2-methyl diester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5RS)-5-(phenylseleno)-1,2-pyrrolidinecarboxylic acid 1-(2-(trimethylsilyl)ethyl) 2-methyl diester(132592-28-0)
• EPA Substance Registry System: (2S,5RS)-5-(phenylseleno)-1,2-pyrrolidinecarboxylic acid 1-(2-(trimethylsilyl)ethyl) 2-methyl diester(132592-28-0)

Safety Data

• Hazardous Substances Data: 132592-28-0(Hazardous Substances Data)

Upstream product

• 132592-26-8 (2S,5RS)-5-methoxy-1,2-pyrrolidinecarboxylic acid 1-(2-(trimethylsilyl)ethyl) 2-methyl diester 
• 132592-25-7 (2S)-1,2-pyrrolidinecarboxylic acid 1-(2-(trimethylsilyl)ethyl) 2-methyl diester 
• 2133-40-6 methyl pyrrolidine-2-carboxylate hydrochloride 
• 1666-13-3 diphenyl diselenide 
• 645-96-5 Benzeneselenol 
• 132592-27-9 (2S,5RS)-5-acetoxy-1,2-pyrrolidinecarboxylic acid 1-(2-(trimethylsilyl)ethyl) 2-methyl diester 

Relevant articles and documents

Electrochemical Oxidation of Proline Derivatives: Total Syntheses of Bulgecinine and Bulgecin C

The influence of structure on the efficiency of the electrochemical C-5 oxidation of (2S,4S)-hydroxyproline carbamate esters is presented.Optimum methoxylation was observed with (2S,4S)-4-acetoxy-1,2-pyrrolidine-dicarboxylic acid 2-methyl 1-(2-(trimethylsilyl)ethyl) ester (19).The corresponding C-5 methoxy derivative 20 was converted into bulgecinine (4) via a stereospecific radical homologation to incorporate the C-5 hydroxymethyl substituent.Bulgecin C (1c) was prepared via a β-stereoselective glycosidation reaction using a 2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate derivative, regiospecific C-4' sulfation, and deprotection.