度他雄胺的合成工艺

度他雄胺的合成工艺

张奎平, 雷小平^*

北京大学药学院药物化学系, 北京100083

收稿日期:2007-02-19 修回日期:2007-08-10 出版日期:2007-09-15 发布日期:2007-09-15
通讯作者: 雷小平*

Synthesis of dutasteride

Kui-Ping Zhang, Xiao-Ping Lei^*

Peking University School of Pharmaceutical sciences, Beijing 100083, China

Received:2007-02-19 Revised:2007-08-10 Online:2007-09-15 Published:2007-09-15
Contact: Xiao-Ping Lei*

摘要/Abstract

摘要：

目的制备度他雄胺。方法孕烯酮醇经过酯化、氧化(沃氏反应)、水解得孕烯酮酸, 再经过氧化开环、环合、还原、氧化、酰基化共八步制得目标产物。结果最终产物由核磁共振谱和元素分析进行结构鉴定。总收率为31.5%。结论探索了不同条件对各个合成中间体的产率的影响, 找出合适的反应条件, 使之更适于工业生产。

关键词: 甾体激素, 甾体激素, 甾体激素, 度他雄胺, 度他雄胺, 度他雄胺, 孕烯酮醇, 孕烯酮醇, 孕烯酮醇, 5-α还原酶抑制剂, 5-α还原酶抑制剂, 5-α还原酶抑制剂

Abstract:

Aim To synthesize dutasteride. Methods The target compound was synthesized from pregnenolol via eight steps, including esterification, oxidation, hydrolysis, then oxidative ring-opening, cyclization, reduction, oxidization and finally acylation. Results The structure of the target molecule was identified by 1H NMR, 13C NMR and element analysis. The overall yield was 31.5%. Conclusion The effects of different reaction conditions on the yield of product in each step have been investigated and the optimal reaction conditions have been established.

Key words: Steroid hormones, Steroid hormones, Dutasteride, Dutasteride, Pregnenolol, Pregnenolol, Inhibition of 5α-reductase, Inhibition of 5α-reductase

中图分类号:

R916

Supporting: ^*Corresponding author. Tel.: 86-10-82801505;
Author: Kui-Ping Zhang. Tel.: 86-516-87765599

张奎平, 雷小平^*. 度他雄胺的合成工艺[J]. .

Kui-Ping Zhang, Xiao-Ping Lei^*. Synthesis of dutasteride[J]. .

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