Steroid [16, 17-c]isoxazoline

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 1964 English Publisher:Pharmaceutical Society of JapanJournal:Chemical and Pharmaceutical Bulletin, volume 12, pages 1,189-1,192 (issn: 0009-2363, eissn: 1347-5223,

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Authors: S, NOGUCHI; M, IMANISHI; K, MORITA;

doi: 10.1248/cpb.12.1189

pmid: 14241636

Steroid [16, 17-c]isoxazoline

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Abstract

5'-Methyl-5α-androstano[16, 17-c]isoxazolin-3β-ol (Va) and 5'-methylandrost-5-eno[16, 17-c]isoxazolin-3β-ol (Vb), were obtained by treatment of 3β, 20α-dihydroxy-5α-pregnan-16-one 3-acetate 16-oxime (IIIa) or 3β, 20α-dihydroxypregn-5-en-16-one 3-acetate 16-oxime (IIIb) with tosyl chloride in pyridine followed by alkaline hydrolysis. Oxidation of Va and Vb gave the corresponding 3-oxo-compounds, VIa and VIb. VIb was further isomerized to 5'-methylandrost-4-eno[16, 17-c]isoxazolin-3-one (VIIb).

Related Organizations

Takeda (Japan)
Japan

Keywords

Chemistry, Pharmaceutical, Research, Steroids, Oxazoles

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