Diketeneの利用研究(第2報) : α-アミノ酸の合成

概要

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In continuation of the preceding report on the new method for the synthesis of α-amino acids by a comparatively simale process starting with a diketene, a more detailed examination was made on this reaction and it was found that potassium bromate, formed in the course of a preparation of potassium hypobromite from bromine and potassium hydroxide, tends to decompose α-amino acid and thereby reduce its yield. Therefore, examinations were made to find conditions whereby the by-product formation of potassium bromate would be suppressed in order to increase the yield of α-amino acids by this reaction. In the case of DL-leucine, 93% yield was attained by following the maximal condition. Yield of α-amino acid was rather poor when sodium hydroxide was used in place of potassium hydroxide or when chlorine was used instead of bromine. Attempts to synthesize various α-amino acids, such as glycine, alanine, phenylalanine, isoleucine, glutamic acid, and methionine, by this process was successful except in the case of glycine and methionine, in which only the by-products of the reaction were obtained.
公益社団法人日本薬学会の論文
1967-12-25