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YANG Yan, MA Hong-mei, QU Zhan-guo, JIN Yong-shen, HU Hong-gang, WU Qiu-ye. Synthesis of finasteride[J]. Journal of Pharmaceutical Practice and Service, 2007, (5): 310-312.
Citation:
YANG Yan, MA Hong-mei, QU Zhan-guo, JIN Yong-shen, HU Hong-gang, WU Qiu-ye. Synthesis of finasteride[J]. Journal of Pharmaceutical Practice and Service, 2007, (5): 310-312.
Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China
2.
School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China.
Received Date: 2006-09-09
Abstract
Objective :To study the synthesis of finasteride. Methods : Finasteride was synthesized from pregnenolone acetic ester,and by hypobromous acid oxidation,methanol esterification to give 3-oxo-4-androstene-17β-carboxylic methyl ester.Then by Oppenauer oxidation,cleavage of △4-double bond by oxidation,ring closure by ammonia,hydrogenation of △5-double bond,dehydrogenation of 1,2-position in A-ring and Bodroux reaction to get product. Results :Overall yield was 36.5%. Conclusion :The material of this synthesis is inexpensive,the process is simple,the cost is low and the yield is good.
Abstract: Objective :To study the synthesis of finasteride. Methods : Finasteride was synthesized from pregnenolone acetic ester,and by hypobromous acid oxidation,methanol esterification to give 3-oxo-4-androstene-17β-carboxylic methyl ester.Then by Oppenauer oxidation,cleavage of △4-double bond by oxidation,ring closure by ammonia,hydrogenation of △5-double bond,dehydrogenation of 1,2-position in A-ring and Bodroux reaction to get product. Results :Overall yield was 36.5%. Conclusion :The material of this synthesis is inexpensive,the process is simple,the cost is low and the yield is good.
YANG Yan, MA Hong-mei, QU Zhan-guo, JIN Yong-shen, HU Hong-gang, WU Qiu-ye. Synthesis of finasteride[J]. Journal of Pharmaceutical Practice and Service, 2007, (5): 310-312.
Citation:
YANG Yan, MA Hong-mei, QU Zhan-guo, JIN Yong-shen, HU Hong-gang, WU Qiu-ye. Synthesis of finasteride[J]. Journal of Pharmaceutical Practice and Service, 2007, (5): 310-312.
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YANG Yan, MA Hong-mei, QU Zhan-guo, JIN Yong-shen, HU Hong-gang, WU Qiu-ye. Synthesis of finasteride[J]. Journal of Pharmaceutical Practice and Service, 2007, (5): 310-312.
YANG Yan, MA Hong-mei, QU Zhan-guo, JIN Yong-shen, HU Hong-gang, WU Qiu-ye. Synthesis of finasteride[J]. Journal of Pharmaceutical Practice and Service, 2007, (5): 310-312.