Synthesis of Cyclic Peptide. I. Preparation of Cyclo-di-β-alanyl from 1,4-Cyclohexanedione

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概要

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• 1) By the direct Beckmann rearrangement of 1,4-cyclohexanedione dioxime by polyphosphoric acid, trifluoroacetic acid, perchloric acid or sulfuric acid at about 100°C, no expected cyclo-di-β-alanyl but <I>p</I>-phenylenediamine was obtained.<BR>2) By indirect Beckmann rearrangement using di-<I>p</I>-tosylate of 1,4-cyclohexanedione dioxime as an intermediate, the rearrangement occurs certainly though the isolation of the cyclic dipeptide was not successful.<BR>3) By the Schmidt reaction of 1,4-cyclohexanedione, the expected rearrangement proceeded smoothly and from the reaction products cyclo-di-β-alanyl was easily isolated.

• 社団法人 日本化学会の論文

著者

• Kuwata Shigeru

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

• Watanabe H.

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

• Koyama Sugao

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

関連論文

• Synthesis of Cyclic Peptide. I. Preparation of Cyclo-di-β-alanyl from 1,4-Cyclohexanedione
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• Studies of Unnatural Amino Acids and Their Peptides. IV. The Syntheses of DL-β-(5-Cytosinyl)-α-alanine Peptides
• 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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