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目的研究地诺孕素的合成方法。方法以雌甾-4,9-二烯-3,17-二酮(1)为原料,首先用2,2-二甲基-13,-丙二醇对3位羰基进行保护,再经过环氧化、氰化开环、脱保护制得17α-氰甲基-17β-羟基-13β-甲基甾烷-4,9-二烯-3-酮,即地诺孕素(5)。结果目标化合物结构经1H-NMR1、3C-NMR、MS和IR确证结构,总收率45.5%。结论新工艺原料易得、操作简便、反应条件温和,有一定的工业生产应用价值。
Objective To study the synthesis of dienogestrel. Methods Starting from oestradiol-4,9-diene-3,17-dione (1), the carbonyl group at position 3 was protected by 2,2-dimethyl-13, , Cyanide ring opening, deprotection 17α-cyanomethyl-17β-hydroxy-13β-methyl sterane-4,9-dien-3-one, ie dienogestrel (5). Results The structure of the target compound was confirmed by 1H-NMR1,3C-NMR, MS and IR. The overall yield was 45.5%. Conclusion The new process is easy to obtain raw materials, easy to operate, mild reaction conditions, a certain value of industrial production.