The fragmentation reaction of 16R-bromopregnane-3S,20S-diol |
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| Authors: | Jing-Rong Lin Qi-Hai Xu Wei-Sheng Tian |
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| Institution: | a Department of Chemistry, College of Life Sciences and Environment, Shanghai Normal University, Shanghai 200234, China
b Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China |
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| Abstract: | 16R-Bromopregnane-3S,20S-diol reacted with potassium t-butoxide to afford androst-16-en-3S-ol in a moderate yield via fragmentation reaction. The latter is a key intermediate for the synthesis of 5α-androst-16-en-3-one, as boar sex pheromone, and other steroidal drugs. In addition, 16R,20S-epoxypregnane-3S-ol was also obtained as a major product by changing the reaction solvent. |
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| Keywords: | Tigogenin Pregnanetriol 16R-Bromopregnane-3S 20S-diol Fragmentation |
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