245648-23-1

Basic information

• Product Name: (S)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester
• Synonyms: (S)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester
• CAS NO: 245648-23-1
• Molecular Weight: 355.39
• Mol File: 245648-23-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester(245648-23-1)
• EPA Substance Registry System: (S)-5-Hydroxy-pyrrolidine-1,2-dicarboxylic acid dibenzyl ester(245648-23-1)

Safety Data

• Hazardous Substances Data: 245648-23-1(Hazardous Substances Data)

Upstream product

• 71389-33-8 dibenzyl (2S)-5-oxotetrahydro-1H-pyrrole-1,2-dicarboxylate 

Downstream Products

• 245648-24-2 (5S,2'S,5'S)-[1'-benzyloxycarbonyl-5'-carboxybenzyl-2'-pyrrolidinyl]-5-methylfuran-2(5H)-one 
• 245648-25-3 (5R,2'S,5'S)-[1'-benzyloxycarbonyl-5'-carboxybenzyl-2'-pyrrolidinyl]-5-methylfuran-2(5H)-one 
• 1244025-18-0 (2S)-dibenzyl 5-methoxypyrrolidine-1,2-dicarboxylate 

Relevant articles and documents

Vinylogous Mannich reactions. Stereoselective formal synthesis of pumiliotoxin 251D

A concise synthesis of (-)-3, a known precursor of pumiliotoxin 251D, has been completed using a vinylogous Mannich reaction as a key construction. Silyloxyfuran 10 added to methoxypyrrolidine 20 in the presence of TMS-OTf to give a mixture (4.8:1) of 21 and 22 in 57% yield. Reduction and global deprotection of 21 afforded the bicyclic lactam 23. Raney Nickel mediated extrusion of the hydroxymethyl group from 23 gave (-)-3.