Studies of Unusual Amino Acids and Their Peptides. V. The Synthesis and the Absolute Configuration of β (2-Thiazolyl)-β-alanine Present in Bottromycin

Y Seto, K Torii, K Bori, K Inabata, S Kuwata…

Index: Seto; Torii; Bori; et al. Bulletin of the Chemical Society of Japan, 1974 , vol. 47, # 1 p. 151 - 155

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Citation Number: 27

Abstract

In order to obtain an optically-active β-(2-thiazolyl)-β-alanine, N-acyl-L-aspartic α- thionamide-β-methyl ester was condensed with diethyl bromoacetal, but the amino acid thus obtained showed no perceptible optical activity. The racemic amino acid, however, could be resolved into its antipodes by treating its phthalyl derivative with brucine. Thus, the (+)-amino acid, a constituent of bottromycin, was isolated in a pure state; it was determined to belong ...