Studies on Optically Active Amino Acids. I. Preparation of 3-(3,4-Methylenedioxyphenyl)-D-, and-L-alanine.
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概要
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The preparation of 3-(3,4-methylenedioxyphenyl)-D-, and-L-alanine (D-and L-(V)) was carried out by the chemical or biological resolution of N-acetyl-3-(3,4-methylene-dioxyphenyl)-DL-alanine (DL-(IV)). The N-acetyl-DL-amino acid prepared from 3,4-me-thylenedioxybenzyl chloride (II) and diethyl acetamidomalonate (I), via the diester (III), was resolved into two forms, D-and L-(IV), by means of fractional recrystallization of their cinchonine salts from ethanol, followed by the liberation of cinchonine base. Asymmetric hydrolysis of DL-(IV) was also smoothly effected by Takadiastase to give the L-amino acid (L-(V)) and N-acetyl-D-amino acid (D-(IV)). The latter as well as the one derived from the chemical resolution was converted by boiling it with 10% hydrochloric acid into the D-amino acid (D-(V)) in good yield.
- 公益社団法人日本薬学会の論文
- 1962-08-25
著者
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塩入 孝之
Faculty of Pharmaceutical Sciences, Nagoya City University
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藤井 澄三
Faculty Of Pharmaceutical Sciences Kanazawa University
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山田 俊一
Faculty Of Pharmaceutical Sciences University Of Tokyo
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塩入 孝之
Faculty Of Pharmaceutical Sciences Nagoya City University
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