Dissimilar behaviour of 3β, 16α-dihydroxy-5α-androstan-17-one Diacetate under Basic and Acidic Conditions |
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Authors: | Darío Doller Eduardo G Gros |
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Abstract: | The base-catalysed rearrangement of 3β, 16α-dihydroxy-5α-androstan-17-one diacetate ( 1 ) in (D6)benzene/ CD3OD to 3β, 17β-dihydroxy-5α-androstan-16-one ( 3 ) is followed by 13C-NMR spectroscopy. By the same procedure, it is determined that in (D6)benzene/CD3OD, but under acid catalysis, 1 does not rearrange to 3 but yields the intermediate product 3β, 16α-dihydroxy-5α -androstan-17-one 17α -methyl hemiacetal ( 5 ). |
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