Synthesis in the Diazasteroid Group. XIV. Synthesis of the 13,15-Diazasteroid System

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概要

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• A 13,15-diazasteroid system was synthesized from 2-(6-methoxynaphthyl) ethyl tosylate (steroidal segment of the A, B rings) and ethylene urea (steroidal segment of the D ring) in 24.3% overall yield. The tosylate formed a 1 : 1 adduct with ethylene urea in 44% yield, using 2 molar equivalents of ethylene urea in the presence of sodium hydride in benzene. The adduct was cyclized to 13,15-diazasteroid hydrochloride in 69.7% yield by prolonged heating in the presence of phosphorus pentoxide in phosphorus oxychloride. The hydrochloride was neutralized to provide the 13,15-diazasteroid in 79.1% yield by treatment with potassium hydroxide solution. The biological activity of the hydrochloride of the 13,15-diazasteroid is now being examined.

• 公益社団法人日本薬学会の論文
• 1980-06-25

著者

• 山崎 高應

  Faculty of Pharmaceutical Sciences, University of Toyama

• 高畑 廣紀

  富山医科薬科大学薬学部

• 山崎 高應

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 高畑 広紀

  Faculty of Pharmaceutical Sciences, Toyama Medical & Pharmaceutical University

• 的場 勝英

  Faculty Of Pharmaceutical Sciences Toyama Medical & Pharmaceutical University

• 的場 勝英

  Faculty Of Pharmaceutical Sciences Osaka University

• 高畑 広紀

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 今井 利夫

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• 西野 由絵

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

• 平井 美郎

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

• 平井 美郎

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

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