Issue 20, 1975

Microbiological hydroxylation. Part XX. Hydroxylation of dioxygenated 5α-androstanes with the fungi Absidia regnieri and Syncephelastrum racemosum

Abstract

Dioxygenated androstanes are readily hydroxylated by the title fungi. Although complex mixtures are generally formed, 3β-hydroxy-5α-androstan-7-one is converted efficiently into its 12α-hydroxy-derivative (51% yield) by S. racemosum. The poor steroid recoveries of incubations involving 3,17-dioxygenated substrates and A. regnieri are improved by using a medium containing cobalt(II) sulphate: under such conditions 3β-hydroxy-5α-androstan-17-one gives 3β,9α-dihydroxy-5α-androstan-17-one in 49% yield.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1975, 2040-2043

Microbiological hydroxylation. Part XX. Hydroxylation of dioxygenated 5α-androstanes with the fungi Absidia regnieri and Syncephelastrum racemosum

A. M. Bell, E. R. H. Jones, G. D. Meakins, J. O. Miners and A. L. Wilkins, J. Chem. Soc., Perkin Trans. 1, 1975, 2040 DOI: 10.1039/P19750002040

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