22630-49-5Relevant articles and documents
The microbiological hydroxylation of 3,16-disubstituted androstanes by Cephalosporium aphidicola
Hanson, James R.,Hitchcock, Peter B.,Hunter, A. Christy
, p. 1287 - 1292 (1998)
5α-Androstane-3, 16-dione has been prepared by hydroboration and oxidation of 3β-hydroxy-5α-androst-16-ene. Reduction with sodium borohydride gave the 3β, 16β-diol. The fungus Cephalosporium aphidicola has been shown to hydroxylate 5α-androstane-3, 16-dione predominantly at the C- 6β position with minor hydroxylation occurring at the C-7α and C-14α positions. In contrast hydroxylation of the 3β, 16β-diol took place at C- 11α. The 3β-hydroxy-16α, 17α-epoxide was hydroxylated at the C-6β position.
