摘要
7β-羟基表雄酮(4)是一种具有良好消炎功能的甾体化合物,以去氢表雄酮为原料,通过3-位羟基保护和Collin试剂氧化得到3-乙酰氧基-7-氧代去氢表雄酮(3),然后化合物3在Ni2+离子存在条件下用NaB H4还原,选择性地还原得到目标产物4,同时得到其差向异构体7α-羟基表雄酮(5)及少量副产物7β-羟基去氢表雄酮(6),同时对不同温度下还原反应的化学选择性及立体选择性进行了探索.合成物结构经NMR及IR进行表征.
The 7β-hydroxyepiandrosterone （4） is a kind of compound possessing strong anti-inflammatory properties. Using dehydroisoandrosterone as starting material, 3β-acetoxy-7-oxodehydroisoandrosterone （3） was obtained by acetylation and oxidization. In the presence of Ni^2＋, compound 3 was selectively reduced to give compound 4, its 7-epimer, 7α-hydroxyepiandrosterone （5） and byproduct 6. The condition of selective reduction was investigated further. The structures of all compounds were characterized by IR, NMR and MS techniques.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2015年第1期241-245,共5页
Chinese Journal of Organic Chemistry
基金
广西教育厅自然科学重点基金(No.201202ZD059)资助项目~~
