Conformational effects in 20-oxosteroids
Journal of the Chemical Society C: Organic Pub Date: DOI: 10.1039/J39700000057
Abstract
The relative stabilities of C-17 epimers of twenty-five 20-oxopregnanes have been determined by measuring the compositions of mixtures resulting from base-catalysed equilibrations. The compounds involved included a variety of steroids in which functionality in ring B, C, or D was varied. In most cases, the equilibrium mixture contained 75–82% of 17β-isomer. The exceptions were 16β-methylprogesterone (100% 17α), 12α-hydroxyprogesterone (100% 17β), pregn-11-ene-3,20-dione (49·5% 17β), pregn-9(11)-ene-3,12,30-trione (46% 17β), and 11-oxoprogesterone (71·5% 17β).
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Journal Name：Journal of the Chemical Society C: Organic
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CAS no.: 89640-58-4
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