Abstract
3α,7α-Dihydroxy-5α-pregnan-20-one (12) was prepared from (20R)-pregn-5-ene-3β,20-diyl 3-acetate 20-benzoate (1). ∆5-Olefin was oxidized in an allylic position and hydrogenated. Inversion of a configuration at carbon C-3 was carried out by solvolysis in N,N-dimethylformamide of 3β-tosylate in the presence of sodium nitrite. For stereoselective reduction of the 7-oxo group, L-Selectride® was used.
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Schedule a callMore From: Collection of Czechoslovak chemical communications
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