A facile and efficient method for the synthesis of solasodine from diosgenin |
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| Authors: | Gui-Ping ZhangSi-Da Shen Min LeiLi-Hong Hu |
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| Affiliation: | a Shanghai Research Center for Modernization of Traditional Chinese Medicine, Shanghai Institute of Materia Medica, Shanghai 201203, PR China
b School of Pharmacy, East China University of Science and Technology, 130 Meilong Road Shanghai 200237, PR China |
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| Abstract: | A facile and high-yielding route for the synthesis of solasodine from diosgenin is devised. Ring opening of steroidal spiroketal under mild conditions with trifluoroacetyl trifluoromethanesulfonate (TFAT) provides an applicable protocol to prepare key intermediates 4 or 3-Ac-solasodine, which can potentially serve as a platform for the selective functionalization of C(3)-OH and N-H of solasodine. The simple operations without purification by column chromatography make this method suitable to scale up. |
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| Keywords: | Steroidal spiroketal Solasodine Diosgenin TFAT |
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