Crystal and molecular structure of 3,5-cycloandrostan-6β-ol-17-one

Springer Science and Business Media LLC - Tập 20 - Trang 415-418 - 1990
Philip J. Cox1, Stephen M. MacManus1, Bruce C. Gibb2, Ian W. Nowell2, Alan B. Turner3, R. Alan Howie3
1School of Pharmacy, Robert Gordon's Institute of Technology, Aberdeen, Scotland
2School of Chemistry, Robert Gordon's Institute of Technology, Aberdeen, Scotland
3Chemistry Department, University of Aberdeen, Old Aberdeen, Scotland

Tóm tắt

The crystal and molecular structure of 3,5-cycloandrostan-6β-ol-17-one has been determined by X-ray analysis,13C-NMR,1H-NMR, IR and elemental analyses. The compound was obtained from dehydroepiandrosterone (DHEA) via the 3β-tosyl derivative by refluxing in a butan-2-one/water mixture. The X-ray analysis shows that the planar cyclopropane ring is predominantlyα orientated and the formation of the C(3)-C(5) bond enables the A ring to adopt a distorted boat conformation. Spectroscopic evidence for the presence of the cyclopropane ring and the 6β-hydroxy group are presented.

Tài liệu tham khảo

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