7-羰基-去氢表雄酮-3-乙酸酯的合成

Efficient synthesis of 7-keto-DHEA acetate

  • 摘要: 在室温下以CH2Cl2作溶剂,加入催化量(量比0.05)的三氧化铬(CrO3),用叔丁基过氧化氢对去氢表雄酮乙酸酯进行烯丙位氧化合成7-羰基-去氢表雄酮-3-乙酸酯,与常规的烯丙基氧化剂Collins试剂(量比20)相比,产率由原来的37.8%提高到85.2%,且反应条件更温和,后处理更简单.

     

    Abstract: 7-keto-dehydroisoandrosterone(DHEA) acetate was efficiently synthesized from dehydroisoandrosterone 3-acetate and tert-butylhydroperoxide catalyzed by chromium(Ⅵ) oxide.This allylic oxidation proceeded smoothly under the mild conditions.The yield was 85.2%,is 37.5% for using collins reagent.This novel allylic oxidation reagent avoided using reagent and large volume of solvent in traditional chromium(Ⅵ) complexes oxidation procedures,was more convenient,efficient.

     

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