Synthesis and chemical behaviour of 17α-butyl-3β,17β-dihydroxy-16-oximino-5-androstene

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 a...

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Bibliographic Details
Main Authors: Stojanović Srđan, Molnár-Gábor Dora, Medić-Mijačević Ljubica, Sakač Marija, Penov-Gaši Katarina
Format: Article
Language:English
Published: Serbian Chemical Society 2001-01-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.doiserbia.nb.rs/img/doi/0352-5139/2001/0352-51390101023S.pdf
Description
Summary: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.
ISSN:0352-5139
1820-7421