Studies on Optically Active Amino Acids. III. Preparation of 3-(3,4-Dihydroxyphenyl)-DL-, -D-, and-L-alanine.

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概要

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• Hydrolyses of the racemate and the optical isomers of 3,4-methylenedioxyphenyl-alanine (I), and of their N-acetyl derivatives (DL-, D-, and L-(II)) including the l-menthyl esters (IIIa and IIIb) were smoothly effected by using a mixture of HI, Ac_2O and red phosphorus to furnish the corresponding racemate and optical isomers of 3-(3,4-dihydroxyphenyl) alanine (Dopa) in fair yields. This method would be a new and advantageous way for the preparation of DL-, D-, and L-Dopa, when combined with the previously reported preparation^<11,12)> of the racemic and optically active intermediates. The absolute configurations of the optical isomers of (I), of their N-acetyl derivatives (D-and L-(II)), and of the l-menthyl esters (IIIa and IIIb) were simultaneously established by the above hydrolyses.

• 公益社団法人日本薬学会の論文
• 1962-08-25

著者

• 塩入 孝之

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 藤井 澄三

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 塩入 孝之

  Faculty Of Pharmaceutical Sciences Nagoya City University

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