17-(O-(2-Carboxyethyl)oxime) Derivatives of Androstanes of 3-Hydroxy-5α-, -5β-, -5-ene and 3-Oxo-4-ene Series

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Title:17-(O-(2-Carboxyethyl)oxime) Derivatives of Androstanes of 3-Hydroxy-5α-, -5β-, -5-ene and 3-Oxo-4-ene Series
Creators:
Pouzar, Vladimír
Černý, Ivan
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 1, pp. 137-149

Abstract

<p>Androstane 17-(<i>O</i>-(2-carboxyethyl)oxime) derivatives were prepared either by the reaction of 17-keto derivatives with corresponding substituted hydroxylamine or by the addition of 17-oximino derivatives to the alkyl acrylate and subsequent hydrolysis. Oxidation of the hydroxy group in position 3 in derivatives of this type was performed either by the Oppenauer reaction, transforming 5-ene derivatives into 3-oxo-4-enes, or with Jones reagent in the case of saturated 5α- or 5β-derivatives. Configuration 17<i>E</i> in the whole series of oximes was confirmed by the <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy.

Title:17-(O-(2-Carboxyethyl)oxime) Derivatives of Androstanes of 3-Hydroxy-5α-, -5β-, -5-ene and 3-Oxo-4-ene Series
Creators:
Pouzar, Vladimír
Černý, Ivan
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:60
Number:1
Page Range:pp. 137-149
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19950137UNSPECIFIED
ID Code:705
Item Type:Article
Deposited On:06 Feb 2009 17:03
Last Modified:06 Feb 2009 16:03

Citation

Pouzar, Vladimír; Černý, Ivan (1995) 17-(O-(2-Carboxyethyl)oxime) Derivatives of Androstanes of 3-Hydroxy-5α-, -5β-, -5-ene and 3-Oxo-4-ene Series. Collection of Czechoslovak Chemical Communications, 60 (1). pp. 137-149. ISSN 0010-0765

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