494847-15-3

Upstream product

• 19803-37-3 Tetrakis(benzyloxy)titanium 
• 494847-13-1 (2S,3S,4S)-3-Benzyloxy-2-benzyloxycarbonylamino-4-methoxy-pentanedioic acid dimethyl ester 
• 494847-12-0 (2S,3R)-3-((S)-Methoxy-methoxycarbonyl-methyl)-aziridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 175656-08-3 (1R,2S,5S)-4-Oxo-3-oxa-6-aza-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-benzyl ester 2-methyl ester 

Relevant academic research and scientific papers

Enantiospecific synthesis of 3,4-disubstituted glutamic acids via controlled stepwise ring-opening of 2,3-aziridino-γ-lactone

The preparation of enantiomerically pure 3,4-disubstituted glutamic acids is described starting from D-ribose. This preparation involved the use of a 2,3-aziridino-γ-lactone whose reactivity towards nucleophiles could be efficiently controlled to allow selective functionalization at the β-position. A key step of the strategy was a titanate-mediated transesterification of a dimethyl ester into a dibenzyl analogue, allowing efficient deprotection to the free amino acid by hydrogenolysis.