引用本文:
贺诗华, 王春婷. 用IBX对醋酸去氢表雄酮选择性脱氢合成3β-乙酰氧基-雄甾-Δ5,15-二烯-17-酮[J]. 应用化学,
2008, 25(8): 992-994.
Citation: HE Shi-Hua, WANG Chun-Ting. Synthesis of 3β-Acetoxy-androstan-Δ5,15-dien-17-one from IBX Selective Dehydrogen of Dehydroepiandrosterone Acetate[J]. Chinese Journal of Applied Chemistry, 2008, 25(8): 992-994.
Citation: HE Shi-Hua, WANG Chun-Ting. Synthesis of 3β-Acetoxy-androstan-Δ5,15-dien-17-one from IBX Selective Dehydrogen of Dehydroepiandrosterone Acetate[J]. Chinese Journal of Applied Chemistry, 2008, 25(8): 992-994.
用IBX对醋酸去氢表雄酮选择性脱氢合成3β-乙酰氧基-雄甾-Δ5,15-二烯-17-酮
摘要:
以醋酸去氢表雄酮为起始原料,于温度为65~70℃的DMSO-甲苯混合溶剂中,反应时间为22 h,利用二碘酰基苯甲酸(IBX)对醋酸去氢表雄酮的选择性脱氢简便高效地合成了曲螺酮关键中间体3β-乙酰氧基-雄甾O4二烯-17-酮;探讨了IBX与醋酸去氢表雄酮的摩尔比对目标化合物的收率影响。实验表明,在n(IBX):n(醋酸去氢表雄酮)=1.5:1.0时,目标化合物的收率最佳,达到73%。目标化合物经紫外光谱、红外光谱、核磁共振氢谱、质谱及元素分析测试技术确证了其化学结构。
-
关键词:
- 醋酸去氢表雄酮
- / IBX
- / β-乙酰氧基-雄甾-Δ5,15-二烯-酮
- / α,β-不饱和羰基甾体
- / 中间体
English
Synthesis of 3β-Acetoxy-androstan-Δ5,15-dien-17-one from IBX Selective Dehydrogen of Dehydroepiandrosterone Acetate
Abstract:
3β-Acetoxy-androstan-Δ5,15-dien-17-one was conveniently and effectively synthesized from IBX selective dehydrogen of dehydroepiandrosterone acetate in DMSO-toluene at 65~70℃ for 22 h, and the effect of the molar ratio of IBX to dehydroepiandrosterone on the yield of target product was probed, indicating that the weight yield was optimal up to 73% when the molar ratio of IBX to dehydroepiandrosterone was 1.5. The chemical structure of target product was characterized by UV, IR, 1H NMR, MS, and elemental analysis.
-
-
扫一扫看文章
计量
- PDF下载量: 1
- 文章访问数: 931
- HTML全文浏览量: 158
下载:
