87605-35-4

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-[(4-nitrophenyl)methyl] ester, (S)-
• CAS NO: 87605-35-4
• Molecular Formula: C17H22N2O6
• Molecular Weight: 350.371
• Mol File: 87605-35-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-[(4-nitrophenyl)methyl] ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-[(4-nitrophenyl)methyl] ester, (S)-(87605-35-4)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-[(4-nitrophenyl)methyl] ester, (S)-(87605-35-4)

Safety Data

• Hazardous Substances Data: 87605-35-4(Hazardous Substances Data)

Upstream product

• 619-73-8 4-nitrobenzyl chloride 
• 15761-39-4 N-Boc-L-proline 

Downstream Products

• 53100-44-0 L-N-t-butoxycarbonylpyroglutamic acid 
• 108963-97-9 4-nitrobenzyl L-1-tert-butoxycarbonylpyroglutamate 

Relevant articles and documents

A Novel Synthesis of L-Pyroglutamic Acid Derivatives from L-Proline: Utility of N-Protecting Groups for Ruthenium Tetroxide Oxidation of Cyclic α-Amino Acids

The utility of four urethane type N-protecting groups, benzyloxycarbonyl (Z), p-nitrobenzyloxycarbonyl , trichloroethoxycarbonyl (Troc) and tert-butoxycarbonyl (Boc) groups, was tested in the ruthenium tetroxide (RuO4) oxidation of N-protected L-proline esters.Three groups, but not the Z group, which was decomposed by RuO4, were found to be stable during the oxidation and afforded high yields of the corresponding L-pyroglutamic acid esters.Removal of the protecting groups from the oxidation products was carried out successfully in the usual manner to give N-unsubstituted (NH-type) L-pyroglutamic acid derivatives without racemization.The first transformation of L-proline into L-pyroglutamic acid and its derivatives has been accomplished.Keywords - oxidation; ruthenium tetroxide oxidation; lactam synthesis; L-pyroglutamic acid synthesis; carboxamide N-protection; ruthenium tetroxide; L-proline; L-pyroglutamic acid; twophase method.