Synthesis and reduction of steroid C-20 alkylidene cyanoacetates. |
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| Authors: | P Tsitsa G Tsatsas C Sandris |
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| Affiliation: | Laboratory of Pharmaceutical Chemistry, University of Athens, 104 Solonos street, Athens-144, Greece;Laboratory of Organic Chemistry, National Technical University, 42 Patission street, Athens-147, Greece |
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| Abstract: | The geometry of the condensation products between ethyl cyanoacetate and 20-ketosteroids (5 alpha-pregnane-20-one, 3 beta-hydroxypregn-5-en-20-one and 3 beta-acetoxypregn-5-en-20-one) was established by NMR spectra. Reduction of these steroid C-20 alkylidene cyanoacetates was shown to afford one of the two possible 20-C epimers, which seen to correspond to the 20 beta-methyl configuration. |
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