I. Selective Protection of α- or Side-chain Carboxyl Groups of Aspartic and Glutamic Acid. A Facile Synthesis of β-Aspartyl and γ-Glutamyl Peptides

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概要

• 論文の詳細を見る

• (S)-3-Benzyloxycarbonyl-5-oxo-4-oxazolidineacetic acid (IIa) and (S)-3-benzyloxycarbonyl-5-oxo-4-oxazolidinepropionic acid (IIb) were utilized for the selective protection of side-chain carboxyl group of corresponding α-aminodicarboxylic acids and the synthesis of β-aspartyl and γ-glutamyl peptides as an α-carboxyl protected intermediates. It was found that 5-oxazolidinone ring, the α-carboxyl protecting group, was easily removed under not only the condition of alkaline hydrolysis but also catalytic hydrogenolysis. Thus a facile synthesis of β-aspartyl and γ-glutamyl peptides was achieved by the coupling of IIa and IIb with benzyl ester of amino acids and peptides followed by hydrogenolytic removal of all the protecting groups.

• 公益社団法人日本薬学会の論文
• 1969-08-25

著者

• 伊藤 真純

  Research Laboratories Fujisawa Pharmaceutical Co. Ltd.

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• I. Selective Protection of α- or Side-chain Carboxyl Groups of Aspartic and Glutamic Acid. A Facile Synthesis of β-Aspartyl and γ-Glutamyl Peptides

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