(-)-R-1-(4-Hydroxyphenyl)-2-[(3,4-dimethoxyphenethyl)amino]ethanol (Denopamine)の合成と絶対配置

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概要

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• The synthesis and absolute stereochemistry of (-)-R-1-(4-hydroxyphenyl)-2-[(3,4-dimethoxyphenethyl)amino]ethanol (denopamine), a new potent cardiotonic agent, are described. Racemic 1-(4-benzyloxyphenyl)-2-[(3,4-dimethoxyphenethyl)amino]ethanol (dl-9), a precursor of denopamine, was synthesized by various methods in good yields. Optical resolution of dl-9 with N-acetyl-D-phenylalanine followed by debenzylation gave denopamine in a 85% yield. The absolute stereochemistry of denopamine was determined to be R by X-ray crystallographic analysis.

• 社団法人日本薬学会の論文
• 1986-01-25

著者

• 大石 篤郎

  Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.

• 池崎 宗克

  田辺製薬株式会社有機化学研究所

• 海野 徳英

  田辺製薬株式会社有機化学研究所

• 我伊野 三徳

  田辺製薬株式会社有機化学研究所

• 青江 啓一

  田辺製薬株式会社有機化学研究所

• 岩隈 建男

  田辺製薬株式会社有機化学研究所

• 大石 篤郎

  田辺製薬株式会社有機化学研究所

• 池崎 宗克

  田辺製薬株式会社大阪研究所

• 青江 啓一

  Organic Chemistry Research Laboratory:tanabe Seiyaku Co. Ltd.

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