Preparation of Finasteride via Oxidative Elimination of 2-Iododihydrofinasteride Using Peroxydisulfates as Oxidizing Agents

    January 2017 in “ Chinese Journal of Organic Chemistry ”
    Jichuan Mao, Yuliang Shen, Chunyu Cao, Shu Zhijian, Liangbin Zheng, Xinhua Xu
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    TLDR Using K2S2O8 as an oxidizing agent in a specific condition, we can make Finasteride with 96.3% yield and 99.6% purity. This method is also good for other compounds and is environmentally friendly.
    The study explored different bases and oxidizing agents for the oxidation elimination of 2-iododihydrofinasteride. The results showed that K2S2O8 was the best oxidizing agent. The optimal conditions for the reaction were found to be tetrahydrofuran (THF) as the solvent, 10 hours of reaction time, room temperature, and a ratio of K2S2O8 to 2a of 2:1. Under these conditions, finasteride 3a was obtained with a yield of 96.3% and a purity of 99.6%. The same optimal conditions were also suitable for the oxidation elimination of other compounds, resulting in good yields and high purity. The advantages of this method include mild conditions, excellent yields, high purity, and environmental friendliness.
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