Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (1): 241-245.DOI: 10.6023/cjoc201407007 Previous Articles     Next Articles



黄燕敏a, 刘亮b, 戚斌斌a, 赵丹丹a, 杨雷a, 甘春芳a, 崔建国a   

  1. a 广西师范学院化学与生命科学学院 南宁 530001;
    b 四川万之药业股份有限公司 成都 610041
  • 收稿日期:2014-07-06 修回日期:2014-08-26 发布日期:2014-09-12
  • 通讯作者: 崔建国
  • 基金资助:

    广西教育厅自然科学重点基金(No. 201202ZD059)资助项目.

Selective Synthesis of 7β-Hydroxyepiandrosterone

Huang Yanmina, Liu Liangb, Qi Binbina, Zhao Dandana, Yang Leia, Gan Chunfanga, Cui Jianguoa   

  1. a College of Chemistry and Life Science, Guangxi Teachers Education University, Nanning 530001;
    b Sichuan Welltzpharm Inc., Chengdu 610041
  • Received:2014-07-06 Revised:2014-08-26 Published:2014-09-12
  • Supported by:

    Project supported by the Natural Science Fundation of Education Department of Guangxi Province (No. 201202ZD059).

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 Ni2+, compound 3 was selectively reduced to give compound 4, its 7-epimer, 7α-hydroxyepi- androsterone (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.

Key words: dehydroisoandrosterone, 7β-epiandrosterone, 7α-epiandrosterone, selective reduction