Transformed steroids 195. Introduction of the 9α-hydroxygroup into Δ5-3β-hydroxysteroids by Circinella sp. mold

Article abstract of DOI:10.1007/BF00699849

A preparative method of 9α-hydroxylation of Δ⁵-3β-hydroxysteroids using the fungi of Circinella sp.IOKh-1220 not capable of modifying the ring A has been developed.It is established that the yields of the main and the side products greatly depend on the transformation conditions, mycelium age, and the structure of the steroid substrate.Under the optimal transformation conditions novel 9α-hydroxysubstituted derivatives of androstenolone, pregnenolone, 16-dehydro-16α,17α-epoxy-, and 16α-methoxypregnenolone have been obtained in 36-80percent yields. - Key words: hydroxylation, Δ⁵-3β-hydroxysteroids, Δ⁵-3β,9α-dihydroxysteroids, Circinella sp.