Amino Acids and Peptides. VI. Novel Peptide Bond Formation catalyzed by Metal Ions. IV. Formation of optically Active Amino Acid Amides and Peptide Amides

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概要

• 論文の詳細を見る

• The Cu(II)-catalyzed peptide bond formation previously reported by us, was applied to the synthesis of optically active amino acid amides and peptide amides. Treatment of an optically active amino acid ester with a primary amine in the presence of anhydrous CuCl_2 afforded the desired amino acid secondary amide, without racemization, in 60-70% yield. However, the same reaction with a secondary amine with larger steric hindrance than primary amine gave an optically active tertiary amide in a very low yield as expected from the proposed mechanism. Almost all the amino acid amides could be isolated as hydrochlorides or as free bases. Some peptide amides, i.e. Z-Gly-Gly-NH-Bzl, and Z-Ala-Gly-NH-Bzl, were also prepared.

• 公益社団法人日本薬学会の論文
• 1973-02-25

著者

• 山田 俊一

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 寺島 孜郎

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 寺島 孜郎

  (財)相模中央化学研究所

• 寺島 孜郎

  Faculty Of Pharmaceutical Sciences University Of Tokyo:(present Address)sagami Chemical Research Cen

• 我妻 光吉

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 我妻 光吉

  Faculty Of Pharmaceutical Sciences University Of Tokyo

関連論文

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