非那雄胺的合成工艺改进

Improved synthesis of finasteride

目的改进非那雄胺的合成工艺。方法以3-羰基-4-雄甾烯-17β-羧酸为起始原料,经酰胺化、氧化切断Δ4-双键、与氨气反应闭环、再经Pd/C催化氢化、DDQ/BSTFA脱去1,2位氢等反应合成非那雄胺。结果与结论非那雄胺的结构经红外、差热分析、X-射线衍射、核磁、质谱确证;该工艺路线不需要使用价格较为昂贵的氧化铂、草酰氯及毒性较大的苯亚硒酸酐及二氧六环等试剂,总收率达30.6%,适合于工业化生产。

Aim To improve the synthesis of finasteride. Methods Finasteride was synthesized from 3-oxo-4-androstene-17β-carboxylic acid by amidation, cleavage of △^4-double bond, ring closure with ammonia, then hydrogenation with Pd/C and dehydrogenation of 1,2-position with DDQ/BSTFA. Results and conclusion The structure of finasteride was verified by IR, DSC, X-ray, ^1H-NMR and MS. The synthetic route was successful without using expensive reagents such as PtO2, （COC1）2 and poisonous reagents such as（PhSeO）2O and dioxane. The overall yield was 30.6 %, and it is suitable for industrial production.