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Dissimilar behaviour of 3β, 16α-dihydroxy-5α-androstan-17-one Diacetate under Basic and Acidic Conditions

✍ Scribed by Darío Doller; Eduardo G. Gros

Publisher
John Wiley and Sons
Year
1989
Tongue
German
Weight
333 KB
Volume
72
Category
Article
ISSN
0018-019X

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✦ Synopsis

The base-catalysed rearrangement of 38,16a -dihydroxy-5a -androstan-17-one diacetate (1) in (D6)benzene/ CD,OD to 38,178-dihydroxy-5a -androstan-l6-one (3) is followed by I3C-NMR spectroscopy. By the same procedure, it is determined that in (D6)benzene/CD30D, but under acid catalysis, 1 does not rearrange to 3 but yields the intermediate product 38,16a -dihydroxy-5a -androstan-l7-one 17a -methyl hemiacetal (5).

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