Synthesis and chemical behaviour of 17α-butyl-3β,17β-dihydroxy-16-oximino-5-androstene
Stojanović Srđan, Molnár-Gábor Dora, Medić-Mijačević Ljubica and 2 more
Journal of the Serbian Chemical Society · 2001
doi:10.2298/jsc0101023s (opens in a new tab)
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Abstract
Starting from 3 -hydroxy-16-oximino-5-androsten-17-one (1), the recently synthesized 16-oximino-17 -hydroxy-17 -butyl derivative 2 gave by the Beckmann fragmentation reactionwith titanium(III) chloride or p-toluenesulphonyl chloride the corresponding D-seco derivative 3. However, using acetic anhydride, in addition to the 3 -acetoxy D-seco derivative 4, the 17-aza D-homo derivative 5 was obtained. The structure of compound 5 was proposed on the basis of NMR-spectroscopy.
Abstract licence: CC BY
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