Cyclic 16α, 17α-ketals and acetals of 9α-fluoro-16α-hydroxy-cortisol and-prednisolone

J Fried, A Borman, WB Kessler…

Index: Fried et al. Journal of the American Chemical Society, 1958 , vol. 80, p. 2338

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Citation Number: 43

Abstract

When cho1esterol-[4-l4C + 7/3-t] was used prac- tically all the tritium remained in the cholic acid molecule. Mild oxidation of the isolated cholic acid to its 7-keto derivative resulted in complete loss of the tritium label. Consequently, 7a- hydroxylation involves displacement of the 7a- hydrogen with at least 9370 and possibly complete specificity. The same stereochemical course has been observed for the hydroxylation of steroids at C~I, ie, displacement with retention of ...