Studies in the steroid group. Part LXXXIV. Preparation and reactions of 15-oxygenated androstanes
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 21, 2765-2770
- https://doi.org/10.1039/p19720002765
Abstract
Treatment of 15β, 16β-epoxy-5α-androstan-17-one with hydrazine and toluene-p-sulphonic acid in air gives 5α-androstan-15β-ol; this step markedly improves the chemical route to 5α-androstan-15-one from the 3-ketone. The 15-ketone is also readily obtained from 12β,15α-dihydroxy-5α-androstan-3-one (prepared by microbiological hydroxylation of 5α-androstan-3-one).Two series of substituted (mainly oxygenated) androstanes are described : those substituted at position 15 or at positions 15 and 17, and those substituted at the 12- and 15-, or at the 3-, 12-, and 15-positions.Keywords
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