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Synthesis of dutasteride

Kui-Ping Zhang, Xiao-Ping Lei*   

  1. 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*

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

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