Synthesis of Bulbocapnine

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  • Bulbocapnineの合成
  • Bulbocapnine ノ ゴウセイ

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Abstract

The racemic compound of bulbocapnine (I), the tertiary phenolic base of aporphine type obtained from Corydalis tuberosa DC. (Papaveraceae), was synthesized by the route shown in Chart 1. This dl-bulbocapnine (I), m.p. 213-214°, was derived to l-bulbocapnine d-tartrate by the application of d-tartaric acid, and l-bulbocapnine (Ib), m.p. 202-203°, was obtained in pure state from this d-tartrate. The application of l-tartaric acid to dl-bulbocapnine (I) gave d-bulbocapnine l-tartrate, from which pure d-bulbocapnine (Ia), m.p. 201-203°, was obtained.<br>Application of methyl iodide to d- and l-bulbocapnines so obtained afforded the quaternary phenolic base of aporphine type, d- and l-bulbocapnine methiodides (XIa and XIb), m.p. 253-254° (decomp.), and the methiodides were converted by silver chloride into respective methochlorides (XIIa and XIIb), m.p. 226-228° (decomp.).

Journal

  • YAKUGAKU ZASSHI

    YAKUGAKU ZASSHI 79 (10), 1244-1248, 1959

    The Pharmaceutical Society of Japan

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