.ALPHA.,.BETA.-Unsaturated carboxylic acid derivatives. XIX. The convenient synthesis of .ALPHA.-alkoxy-, .ALPHA.-hydroxy-.ALPHA.-amino acid, and its cyclic dipeptide from .ALPHA.-dehydroamino acid.
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概要
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The facile conversion of α-dehydroamino acid into α-alkoxy-α-amino acid and its cyclic dipeptide is described. The reaction of <I>t</I>-butyl 2-acetylamino-2-alkenoate or 1-benzyl-3-ethylidene-2,5-piperazinedione with alcohol, water, or acetic acid in the presence of NBS or NGS, followed by reduction with 10% Pd–C, gives <I>t</I>-butyl 2-alkoxy-, 2-hydroxy-, and 2-acetoxy-2-(acetylamino)alkanoates, and 3-alkoxy-3-ethyl-2,5-piperazinedione respectively. All the new compounds were characterized by spectroscopic analysis.
- 公益社団法人 日本化学会の論文
著者
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Shin Chung-gi
Laboratory Of Oraganic Chemistry Faculty Of Engineering Kanagawa University
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Yoshimura Juji
Laboratorium für Organische Chemie Technische Hochschule Tokyo
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Sato Yoshiaki
Laboratory of Organic Chemistry, Faculty of Technology, Kanagawa University
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Ohmatsu Hisao
Laboratory of Organic Chemistry, Faculty of Technology, Kanagawa University
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Shin Chung-gi
Laboratory of Chemistry for Natural Products, Faculty of Science, Tokyo Institute of Technology
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