Synthesis of 14,15-Epoxyandrostan-17β-yl-isoxazoles and -pyrazoles
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概要
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As the key intermediates leading to the titled compounds 17β-(5-isoxazolyl)androst-14-ene (IIb) and 17β-(3-pyrazolyl) androst-14-ene (VIa) were prepared from 20-ethoxy-21-formyl-17β-pregna-14,20-diene (Ib) with hydroxylamine and hydrazine hydrate, respectively. Epoxidation of IIb with monoperphthalic acid did take place from the α-side of the Δ^<14>-double bond to yield the 14α, 15α-oxido compounds (III). Reaction with N-bromoacetamide followed by treatment with alumina resulted in formation of the epimeric β-epoxides (V). Similar elaborations with the 17β-(3-pyrazolyl)-Δ^<14>-steroid gave the epimeric 14,15-epoxides (VII, IX) with success, when VIa was previously converted into the N-acetate (VIb).
- 公益社団法人日本薬学会の論文
- 1970-08-25
著者
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南原 利夫
Pharmaceutical Institute, Tohoku University
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合屋 周次郎
Pharmaceutical Institute, Medical Faculty, University of Kyushu
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島田 和武
東北大学薬学部
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島田 和武
Pharmaceutical Institute, Tohoku University
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合屋 周次郎
Pharmaceutical Institute Tohoku University
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合屋 周次郎
Pharmaceutical Institute Medical Faculty University Of Kyushu
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南原 利夫
Pharmaceutical Institute Tohoku University
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根本 利之
Pharmaceutical Institute, Tohoku University
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島田 和武
Faculty Of Pharmaceutical Sciences Kanazawa University
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根本 利之
Pharmaceutical Institute Tohoku University
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