3-Hydroxypyrroles. III. Synthesis and Tautomerism of N-Alkyl-3-hydroxypyrroles

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概要

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• Syntheses of 3-hydroxypyrroles (4-oxo-2-pyrrolines) (1b-1d) bearing no substituents on the ring carbon and of 3-hydroxypyrrole-4-carboxylates (2-4) with no substituents at C-5 were accomplished ; the former by hydrogenolysis of the benzyl esters (6b and 6c) or by acid cleavage of the tert-butyl ester (7), and the latter by acid cleavage of the diesters (15 and 16) or of the pyrrolinone (17). On the basis of spectral evidence, compounds 1c and 1d exist in the keto form while compounds 2-4 exist in the enol form. Only 1b was shown to be at equilibrium between the two tautomers. New information concerning the factors governing the tautomerism of 3-hydroxypyrroles was obtained.

• 社団法人日本薬学会の論文
• 1979-06-25

著者

• 山田 和代

  Faculty Of Pharmaceutical Sciences Osaka University

• 田中 徹明

  Faculty of Pharmaceutical Sciences, Osaka University

• 田中 徹明

  Faculty Of Pharmaceutical Sciences Osaka University

• 百瀬 雄章

  Faculty of Pharmaceutical Sciences, Kinki University

• 百瀬 雄章

  富山医薬大・薬

• 百瀬 雄章

  (present Address)faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 百瀬 雄章

  Faculty Of Pharmaceutical Sciences Osaka University

• 横田 卓士

  Faculty of Pharmaceutical Sciences, Osaka University

• 永本 典生

  Faculty of Pharmaceutical Sciences, Osaka University

• 横田 卓士

  Faculty Of Pharmaceutical Sciences Osaka University

• 百瀬 雄章

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 永本 典生

  Research Laboratories, Dainippon Pharmaceutical Co., Ltd.

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