820244-29-9Relevant academic research and scientific papers
A new 2H-azirin-3-amine as a synthon for α-methyl glutamate
Hilty, Florentine M.,Brun, Kathrin A.,Heimgartner, Heinz
, p. 2539 - 2548 (2007/10/03)
The synthesis of a novel 2,2-disubstituted 2H-azirin-3-amine 10 as a building block for racemic Glu(2Me) is described. This synthon contains an ester group in the side chain. The reaction of 10 with thiobenzoic S-acid and the amino acid Z-Val-OH yielded the racemic monothiodiamide 17 and the dipeptide 18 as a mixture of diastereoisomers, respectively (Scheme 2). From 18, each of the protecting groups was removed selectively (Scheme 3).
