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

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概要

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• In order to obtain an optically-active β-(2-thiazolyl)-β-alanine, <I>N</I>-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 to the L-series by examining its optical behavior. This amino acid was proved to racemize easily under the conditions of the acid hydrolysis of bottromycin.

• 公益社団法人 日本化学会の論文

著者

• Watanabe Hiroshi

  Laboratory Of Toxicology Central Research Laboratories Of Meiji Seika Kaisha Ltd.

• Kuwata Shigeru

  Laboratory of Chemistry Faculty of Science K\={o}nan University

• Seto Yasuhiko

  Laboratory of Chemistry, Faculty of Science, K\={o}nan University

• Torii Kazuhira

  Laboratory of Chemistry, Faculty of Science, K\={o}nan University

• Bori Koichi

  Laboratory of Chemistry, Faculty of Science, K\={o}nan University

• Inabata Kenichiro

  Laboratory of Chemistry, Faculty of Science, K\={o}nan University

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

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