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- W2084475346 abstract "5 alpha-Androstane-3 alpha, 16 alpha, 17 beta-triol was synthesized from 3 beta-hydroxy-5-androsten-17-one. The procedure involved catalytic hydrogenation of 3 beta-hydroxy-5-androsten-17-one to 3 beta-hydroxy-5 alpha-androstan-17-one. This was followed by conversion of the 3 beta-hydroxy group to 3 alpha-benzoyloxy group by the Mitsunobu reaction. Further treatment with isopropenyl acetate yielded 5 alpha-androsten-16-ene-3 alpha, 17-diol 3-benzoate 17-acetate. This was then converted to 3 alpha, 17-dihydroxy-5 alpha-androstan-16-one 3-benzoate 17-acetate via the unstable epoxide intermediate after treatment with m-cloroperoxybenzoic acid. LiA1H4 reduction of this compound formed 5 alpha-androstane-3 alpha, 16 alpha, 17 beta-triol. 1H and 13C NMR of various steroids are presented to confirm the structure of this compound." @default.
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- W2084475346 date "1984-04-01" @default.
- W2084475346 modified "2023-10-09" @default.
- W2084475346 title "Synthesis of 5α-Androstane-3α,16α,17β-triol from 3β-hydroxy-5-androsten-17-one" @default.
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- W2084475346 doi "https://doi.org/10.1016/0039-128x(84)90018-7" @default.
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