YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
ペニシリンに関する合成研究 (第1報)
ペナルド酸アセタールの合成
於勢 眞輔中村 清川合 一夫松本 伊三郎碓井 常夫出口 陽二
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1950 年 70 巻 6 号 p. 342-344

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In order to synthesize penaldic acid having various acyl radicals, potassium α-chloro-β, β-diethoxypropionate was aminated to dl-α-amino-β, β-diethoxypropionic acid, decompn. 193°. This was acylated with phenylacetic chloride to penaldic acid-G acetal, decompn. 108-110°, and with benzoyl chloride to dl-α-benzoylamino-β, β-diethoxypropionic acid, decompn. 94-95°. Saponification of penaldic acid-G acetal gave free penaldic acid which was so unstable that it immediately underwent decaroboxylation to penilloaldehyde-G, m.p. 111-113°.
An attempt was made to obtain α-formylglycine by the saponification of dl-α-amino-β, β-diethoxypropionic acid but the product did not crystallize.

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