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Issue 1, 1970
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Conformational effects in 20-oxosteroids


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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Article type: Paper
DOI: 10.1039/J39700000057
J. Chem. Soc. C, 1970, 57-60

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    Conformational effects in 20-oxosteroids

    M. B. Rubin, E. C. Blossey, A. P. Brown and J. E. Vaux, J. Chem. Soc. C, 1970, 57
    DOI: 10.1039/J39700000057

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