79068-32-9

Basic information

• Product Name: 3-<1,2-Bis(benzyloxycarbonyl)hydrazino>-1-pyrrolin-2-carbonsaeure-methylester
• Synonyms: 3-<1,2-Bis(benzyloxycarbonyl)hydrazino>-1-pyrrolin-2-carbonsaeure-methylester
• CAS NO: 79068-32-9
• Molecular Weight: 425.441
• Mol File: 79068-32-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-<1,2-Bis(benzyloxycarbonyl)hydrazino>-1-pyrrolin-2-carbonsaeure-methylester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-<1,2-Bis(benzyloxycarbonyl)hydrazino>-1-pyrrolin-2-carbonsaeure-methylester(79068-32-9)
• EPA Substance Registry System: 3-<1,2-Bis(benzyloxycarbonyl)hydrazino>-1-pyrrolin-2-carbonsaeure-methylester(79068-32-9)

Safety Data

• Hazardous Substances Data: 79068-32-9(Hazardous Substances Data)

Upstream product

• 2449-05-0 dibenzyl azodicarboxylate 
• 57224-14-3 methyl-Δ¹-pyrroline-2-carboxylate 

Downstream Products

• 79068-27-2 trans-3-<1,2-Bis(benzyloxycarbonyl)hydrazino>prolin 

Relevant articles and documents

Synthesis of Proline Compounds cis- and trans-Substituted at C-3

Derivatives 1 of 1-pyrroline-2-carboxylic acid react with N-chloro- or N-bromosuccinimide, lead(IV) acetate, and azodicarboxylates to give the compounds 2, 4, and 6.Exchange of halogen in 2 affords the thiocompounds 3.Reduction of 2, 3, 4, and 6 with sodium tetrahydroborate leads to cis- (8dc - 8fc and 8hc - 8kc) but also to trans-configurated (8at and 8bt) amino acids; with amine-borane complexes trans-configurated amino acids are obtained predominantly.The trans-configurated amino acids 8gt -8jt, and 8lt have been synthesized by β-addition of appropriate nucleophils to methyl 1-acetyl-2-pyrroline-2-carboxylate (9a) and subsequent hydrolysis.An improved synthesis of 9a from methyl 1-pyrroline-2-carboxylate (1a) is described.