78658-02-3

Upstream product

• 142026-08-2 (R)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-methylbutanoate 
• 142026-07-1 (R)-t-butyl 2-azido-3-methylbutanoate 
• 40224-49-5 (R)-2-azido-3-methylbutanoic acid 
• 2528-15-6 D-valine t-butyl ester 
• 81629-64-3 α-Azido-β-methylbutansaeure-methylester 
• 10065-72-2 L-Alanine methyl ester 
• 17460-86-5 Z-L-Ala-D-Val-OH 

Relevant academic research and scientific papers

Preparation of (R)-2-azidoesters from 2-((p-nitrobenzene)sulfonyl)oxy esters and their use as protected amino acid equivalents for the synthesis of di- and tripeptides containing D-amino acid constituents

(R)-2-Azidoesters and their derived (R)-2-azido acids are readily prepared from common amino acids by an inversion methodology that employs (S)-2-nosyloxyesters as key intermediates. The (R)-2-azidoesters can be used as protected amino acid equivalents in peptide synthesis. Basic hydrolysis frees the carboxyl group. Triphenylphosphine/water is used to free the amine group. By these reactions a variety of L-D and D-L dipeptides, L-D-L tripeptides, and depsipeptides can be prepared easily in good yields, and without detectable epimerization.