Glutamic and Aspartic Anhydrides. Rearrangement of N-Carboxyglutamic 1, 5-Anhydride to the Leuchs' Anhydride and Conversion of the Latter to Pyroglutamic Acid

J Kovacs, HN Kovacs, R Ballina

文献索引：Kovacs,J. et al. Journal of the American Chemical Society, 1963 , vol. 85, p. 1839 - 1844

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被引用次数: 33

摘要

New rearrangements of glutamic acid derivatives are described. N-Carboxy-~-glutamic-1, 5- anhydride (II), an intermediate in the hydrogenolysis of carbobenzoxy-L-glutamic anhydride (I), rearranges immediately to N. carboxy-L-glutamic anhydride (Leuchs' anhydride, 111). Compound I11 is also obtained from N-carboxy-L-glutamic anhydride?-benzyl ester (IV) by catalytic hydrogenation. Diazomethane treatment of I11 gave the known N-carboxy-L- ...