17BETA-ISOXAZOLYL AND 17BETA-PYRAZOLYL STEROIDS FROM 3BETA-HYDROXY-21-FORMYLPREGN-5-EN-20-ONE . STRUCTURAL ASSIGNMENTS
17BETA-ISOXAZOLYL AND 17BETA-PYRAZOLYL STEROIDS FROM 3BETA-HYDROXY-21-FORMYLPREGN-5-EN-20-ONE . STRUCTURAL ASSIGNMENTS
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DOI:
10.1021/jo01348a024
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发表时间:
1966-01-01
影响因子:
3.6
通讯作者:
MILEWICH, L
中科院分区:
文献类型:
--
作者:
DOORENBO.NJ;MILEWICH, L
B. Characterization of the Isomeric Isoxazolyl Derivatives.—When 3 was treated with hydroxylamine hydrochloride in acetic acid, 19 a mixture of the isox-azoles 4 and 5 was obtained. Acid-catalyzed acetyla-tion ofthe 3, 8-hydroxy function occurred. The mix-ture of isomeric isoxazoles showed in the infrared spectrum sharp absorption bands of medium intensity at 6.28 and 6.40 µ. The isomers 4 and 5 were barely separable on thin layer (tic) and vapor phase chroma-tography (vpc)(see the Experimental Section); how-ever, attempts to separate them by preparative chromatography or fractional crystallization failed.