アミノ酸誘導体と生物活性(第2報)フェニルアラニンから2-アミノ-1-インダノール誘導体の合成

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概要

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• N-Phthaloyl-D, L-phenylalanine was converted to 2-phthalimido-1-indanone (3). Reduction of 3 with sodiumborohydride gave undesired compounds, 5 and 6. Compound 3 was hydrolyzed to give an aminoketone (4) which was reduced to cis- and trans-amino-indanols (7a and 7b). The reduction condition was examined to obtain cis-isomer (7a). The reductive N-alkylation of 7a with carbonyl compounds by sodium cyanoborohydride gave 2-alkylamino- or aralkylamino-1-indanols (8-12) which were shown to be inactive for antibacterial and β-adrenergic blocking effects. The phthaloylphenylalanyl chloride (2) was treated with aluminum chloride in benzene to give 14,which was reduced to the corresponding alcohol (15).

• 公益社団法人日本薬学会の論文
• 1979-11-25

著者

• 竹村 庄司

  Faculty Of Pharmaceutical Sciences Kinki University

• 竹村 庄司

  近畿大学薬学部医薬品化学教室

• 三木 康義

  近畿大学薬学部医薬品化学教室

• 寺内 弘実

  近畿大学薬学部

• 松本 米司

  近畿大学薬学部

• 三木 康義

  近畿大学 薬学部

• 竹村 庄司

  Faculty of Pharmaceutical Sciences, Kinki University

• 三木 康義

  近畿大学薬学部

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