縮合Indole-4,7-dione関連化合物の合成研究(第3報)γ-Amino-n-butyric Acidおよびγ-Amino-β-hydroxy-n-butyric Acidを用いるPyrrole-2-acetic Acid誘導体の合成

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タイトル別名
  • Studies on the Syntheses of Condensed Indole-4, 7-dione Derivatives. III. Syntheses of Pyrrole-2-acetic Acid Derivatives using γ-Amino-n-butyric Acid and γ-Amino-β-hydroxy-n-butyric Acid as a Synthon of Pyrrole
  • 縮合Indole-4,7-dione関連化合物の合成研究-3-γ-Amino-n-butyric Acidおよびγ-Amino-β-hydroxy-n-butyric Acidを用いるPyrrole-2-acetic Acid誘導体の合成
  • シュクゴウ Indole 4 7 dione カンレン カゴウブツ ノ ゴウセ
  • Studies on the Syntheses of Condensed Indole-4, 7-dione Derivatives. III. Syntheses of Pyrrole-2-acetic Acid Derivatives using γ-Amino-n-butyric Acid and γ-Amino-β-hydroxy-n-butyric Acid as a Synthon of Pyrrole

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説明

N-Substituted 6-amino-3-oxo-1-hexanoate (11b, c, 4a-c), which were obtained from γ-amino-n-butyric acid (GABA) and γ-amino-β-hydroxy-n-butyric acid (GABOB), were treated with strong acid to give 2-(2-pyrrolidinylidene) acetate derivatives (12b, c, 15a-c) and 2-pyrroleacetic acid derivatives (8a, b). Though the conversion of 2-[1-(3-chloro-1, 4-dioxo-2-naphthyl) pyrrole] acetic acid derivatives (8a, 15c) to methyl 3H-pyrrolo [1, 2-a] benzo [f] indole-5, 10-dione-11-carboxylate (9) was not successful, its convertible precursor 7b was synthesized via azocinone derivative (6a), starting from methyl 6-(3-chloro-1, 4-dioxo-2-naphthyl) amino-3-oxo-5-(2-tetrahydropyranyloxy)-1-hexanoate (4a).

収録刊行物

  • 薬学雑誌

    薬学雑誌 102 (8), 748-754, 1982

    公益社団法人 日本薬学会

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