Synthesis of 6α-methyl-16α, 17α-cyclohexanoprogesteronevia γ-methylenation of 16α, 17α-cyclohexanopregn-4-ene-3,20-dione |
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| Authors: | I S Levina A V Kamernitskii |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation |
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| Abstract: | 6-Methylene-16α, 17α-cyclohexanopregn-4-ene-3,20-dione 2 has been synthesized by the reaction of Δ4-3-ketone1 with CH2(OEt)2 and POCl3 in the presence of AcONa in 55% yield. Reduction of the product2 in the presence of 5% Pd/C gives 6α-methyl-16α, 17α-cyclohexanoprogesterone3 in a yield exceeding 70%.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1234–1236,June, 1997. |
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| Keywords: | methylenation pentarane progestin |
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