Syntheses of conformationally Rigid Catecholamine Derivatives

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概要

• 論文の詳細を見る

• 2-Amino-5,6-dihydroxy-1,2,3,4-tetrahydro-1-naphthalenol (1), 5,6-dihydroxy-2-methylamino-1,2,3,4-tetrahydro-1-naphthalenol (2) and 5,6-dihydroxy-2-isopropylamino-1,2,3,4-tetrahydro-1-naphthalenol (3), which are conformationally rigid derivatives of noradrenaline, adrenaline and isoproterenol respectively, were synthesized from 2-amino-5,6-dimethoxy-3,4-dihydro-1 (2H)-naphthalenone (15) prepared by several modifications of the known procedures. The reduction of 1-carbonyl group into hydroxy group at the final step of the syntheses showed unsatisfactory stereoselectivity affording mixtures of 1,2-cis and 1,2-trans derivatives. Each cis and trans isomer of 2 (2-cis and 2-trans) was obtained by a sequence of reactions employing 5,6-dibenzyloxy materials via cis-and trans-2-(N-benzyl-N-methylamino)-5,6-dibenzyloxy-1,2,3,4-tetrahydro-1-naphthalenol (26-cis and 26-trans).

• 公益社団法人日本薬学会の論文
• 1977-04-25

著者

• 伊藤 克己

  Pharmaceutical Research Laboratories Iii Pharmaceutical Research Division Takeda Chemical Industries

• 杉原 弘貞

  Central Research Division, Takeda Chemical Industries, Ltd.,

• 岡 良和

  Central Research Division, Takeda Chemical Industries, Ltd.

• 万木 庄次郎

  武田薬品中研

• 伊藤 克巳

  武田薬品工業

• 西川 正夫

  Chemical Research Laboratories, Central Research Division, Takeda Chemical Industries, Ltd.

• 伊藤 克已

  Central Research Division Takeda Chemical Industries Ltd.

• 宮下 修

  Central Research Division, Takeda Chemical Industries, Ltd.

• 西川 正夫

  Central Research Division, Takeda Chemical Industries, Ltd.

• 本橋 道生

  Central Research Division, Takeda Chemical Industries, Ltd.

• 宮下 修

  Central Research Division Takeda Chemical Industries Ltd.

• 岡 良和

  Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.

• 杉原 弘貞

  Pharamaceutical Research Laboratories I Pharmaceutical Research Division Takeda Chemical Industries

• 杉原 弘貞

  Central Research Division Takeda Chemical Industries. Ltd.

• 西川 正夫

  Central Research Division Takeda Chemical Industries Ltd.

• 万木 庄次郎

  Central Research Division, Takeda Chemical Industries, Ltd.

• 本橋 道生

  Central Research Division Takeda Chemical Industries Ltd.

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