129786-72-7

Upstream product

• 100-39-0 benzyl bromide 
• 129786-70-5 (4R)-4-((1R)-1-hydroxy-3-trimethylsilanyl-prop-2-ynyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 129786-71-6 <4R-(R*,R*)>-4--2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester 

Downstream Products

• 129786-69-2 (2S,3R)-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3,4-bis(phenylmethoxy)-4-oxobutanoic acid 
• 129786-73-8 (2S,3R)-4-hydroxy-3-<<(1,1-dimethylethoxy)carbonyl>amino>-2-(phenylmethoxy)butanoic acid phenylmethyl ester 

Relevant academic research and scientific papers

Preparation of a Protected (2S,3S)-β-Hydroxyaspartic Acid Suitable for Solid-Phase Peptide Synthesis

(2S,3S)-N-Boc-3-(benzyloxy)aspartic acid β-benzyl ester (2), a β-hydroxyaspartic acid derivative suitably protected for incorporation into peptides by solid-phase synthesis, was synthesized from N-Boc-(R)-serine via the intermediate, -4->hydroxy>2-(trimethylsilyl)ethynyl>methyl>-2,2-dimethyl-3-oxazolidinecarboxylic acid 1,1-dimethylethyl ester (5).Key transformations involved the ruthenium tetraoxide mediated oxidation of the ethynyl moiety to form the β-carboxylic acid and, after esterification and oxazolidine ring hydrolysis, dichromate oxidation of the resulting primary alcohol to the α-carboxylic acid.The method is suitable for the preparation of gram quantities of 2.