Acta Chimica Sinica ›› 2008, Vol. 66 ›› Issue (5): 587-590. Previous Articles    




  1. (兰州大学化学化工学院 功能有机分子国家重点实验室 兰州 730000)
  • 收稿日期:2007-06-22 修回日期:2007-09-22 出版日期:2008-03-14 发布日期:2008-03-14
  • 通讯作者: 谢志翔

Synthesis of β-(Pregna-5,20-diene-3β-yl)-D-xylopyranoside

ZHANG Lu-Zhong, LI Li-Qi, REN Xiao-Juan, XIE Zhi-Xiang*   

  1. (State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000)
  • Received:2007-06-22 Revised:2007-09-22 Online:2008-03-14 Published:2008-03-14
  • Contact: XIE Zhi-Xiang

The first synthesis of β-(pregna-5,20-diene-3β-yl)-D-xylopyranoside was achieved from 16-dehydropregnenolon-3β-yl acetate in six steps with a 15.0% overall yield. The key steps were selective reduction of α,β-unsaturated ketone, Shapiro reaction and Koenig-Knorr reactions.

Key words: steroidal saponin, selective reduction of α,β-unsaturated ketone, Shapiro reaction, Koenig- Knorr reaction