Alpha-hydroxylation at C-15 and C-16 in cholesterol: synthesis of (25R)-5alpha-cholesta-3beta,15alpha,26-triol and (25R)-5alpha-cholesta-3beta,16alpha,26-triol from diosgenin.
作者： John R. Williams , Hua Gong , Nathan Hoff , Olaoluwa I. Olubodun , Patrick J. Carroll
DOI: 10.1021/OL036257U
关键词:
摘要: [reaction: see text] (25R)-5alpha-cholesta-3beta,16alpha,26-triol 7b and (25R)-5alpha-cholesta-3beta,15alpha,26-triol 10b were synthesized, via (25R)-5alpha-cholesta-3beta,16beta,26-triol 5a, from diosgenin 3 in 52% yield over six steps 47% eight steps, respectively. An efficient method for inversion of a C-16beta hydroxyl to the C-16alpha position short transposition C-15alpha unexpected beta-reduction C-15 ketone steroid are reported.
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