A. Smit, J. Bakker
Sep 2, 2010
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Journal
Recueil des Travaux Chimiques des Pays-Bas
Abstract
The structure of a microbiological hydroxylation product of 17α,21-dihydroxy-9β,10α-pregn-4-ene-3,20-dione is found to be 11α,17α,21-trihydroxy-9β, 10α-pregn-4-ene-3,20-dione. This product is converted into 9β,10α-cortisone and to 9β,10α-hydrocortisone. Reduction of the 11-keto group with lithium aluminium hydride proceeds with the formation of 11β-hydroxy in minor quantity only. The stereochemistry of the 11-hydroxyl compounds is discussed on the basis of their nuclear magnetic resonance spectra.