EFFICIENT CONVERSION OF PROTOBERBERINES INTO BENZINDENOAZEPINES. A FORMAL SYNTHESIS OF (±)-cis-ALPINIGENINE AND (±)-cis-ALPININE

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概要

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• Acidic treatment of the 8,14-cycloberbine (2), derived from berberine (1), in methanol afforded the cis-and trans-benzindanoazepines (7 and 8), whereas the reaction of 2 with p-toluenesulfonic acid in benzene yielded the benzindenoazepine (6) in an excellent yield. This simple conversion method was applied to the synthesis of the benzindenoazepine (21), the key intermediate for the total synthesis of (±)-cis-alpinigenine (22) and (±)-cis-alpinine (23).

• 公益社団法人日本薬学会の論文
• 1982-03-25

著者

• 桜井 俊一郎

  北陸製薬株式会社中央研究所研究開発本部

• 井上 満

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 花岡 美代次

  Faculty Of Pharmaceutical Sciences Osaka University

• 花岡 美代次

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 安田 信吾

  金沢大・薬

• 安田 信吾

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 桜井 俊一郎

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 嶋田 康治

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 嶋田 康治

  Faculty Of Pharmaceutical Sciences Kanazawa University

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