New method for the synthesis of optically active. alpha.-amino acids and their N. alpha. derivatives via acylamino malonates

A Berger, M Smolarsky, N Kurn…

文献索引：Berger,A. et al. Journal of Organic Chemistry, 1973 , vol. 38, # 3 p. 457 - 460

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被引用次数: 45

摘要

A diethyl Zacyl (or Zbenzyloxycarbony1) amino-% alkyl (or 2-aralky1) malonate is half- saponified in good yield to the DI, monoester. The monoester is smoothly and quantitatively decarboxylated at 100'(eg, by refluxing in dioxane) to yield the nhacylamino acid ethyl ester. This derivative is resolved directly by enzymic hydrolysis of the ester group (eg, chymotrypsin, subtilisin, etc.) to yield the rracpl (or benxyloxycarbony1) amino acid, which ...