| (±)-13β,17α-二乙基-17β-羟基甾烷骈[3,2-C]吡唑及[2,3-C]呋咱的合成 |
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| 引用本文： | 田伟生,徐芳,廖清江.(±)-13β,17α-二乙基-17β-羟基甾烷骈[3,2-C]吡唑及[2,3-C]呋咱的合成[J].药学学报,1984,19(1):35-40. |
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| 作者姓名： | 田伟生 徐芳 廖清江 |
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| 作者单位： | 南京药学院,*1981年硕士研究生中国科学院上海有机化学研究所 |
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| 摘 要： | 以(±)-13β,17α-二乙基-17β-羟基-5α-甾烷-3-酮(Ⅱ)为原料,经甲酰化、缩合反应合成了(±)-13β,17α,-二乙基-17β-羟基-5α-甾烷骈3,2-C]吡唑(Ⅴ);又将甲酰化反应所得羟次甲基化合物(Ⅳ)依次转变成单肟(Ⅵ)、双肟(Ⅶ)、再坏合成(±)-13β,17α-二乙基-5α-甾烷骈2,3-C]呋咱(Ⅷ)。采用类似的反应,从(Ⅱ)及(Ⅳ)的5β-异构体(Ⅲ)和(Ⅸ)分别合成了(±)-13β,17α-二乙基-17β-羟基-5β-甾烷骈3,2-C]吡唑(Ⅹ)与(±)-13β,17α-二乙基-17β-羟基-5β-甾烷骈2,3-C)呋咱(ⅩⅢ)。
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| 关 键 词： | 促蛋白同化甾体化合物 19去甲基甾体化合物 甾烷骈[3 2-C]吡唑 甾烷骈[2 3-C]呋咱 |
| 收稿时间： | 1982-09-13 |
Synthesis of (+/-)-13 beta, 17 alpha-diethyl-17 beta-hydroxy-gonano(3,2-C) pyrazoles and (2,3-C)furazanes |
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| TIAN Wei-sheng,XU Fang and LIAO Qing-jiang.Synthesis of (+/-)-13 beta, 17 alpha-diethyl-17 beta-hydroxy-gonano(3,2-C) pyrazoles and (2,3-C)furazanes[J].Acta Pharmaceutica Sinica,1984,19(1):35-40. |
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| Authors: | TIAN Wei-sheng XU Fang and LIAO Qing-jiang |
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| Abstract: | In Ihe presence of CH3ONa,(Ⅱ) was reacted with ethyl formate to give 2-hydroxy-methylene-steroid(Ⅳ) which was made to react with hydrazine hydrate to give the pyrazole(Ⅴ). (Ⅳ) was treated with sodium nitrite and acetic acid(or hydrochloric acid) to afford the 2-hydroxylimino-steroid(Ⅵ) which on further oxidation with hydroxylamine gave the dioxime(Ⅶ). Finally dehydration and cyclization of(Ⅶ) produced the desired furazane(Ⅷ).Using similar reaction, 5β isomer(Ⅹ) and(ⅩⅢ) were also obtained from(Ⅲ). |
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| Keywords: | 19-Nor-steroid Gonano [3 2-C] pyrazole Gonano [2 3-C] furazane Anabolic steroid |
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