Synthesis of Steroid O-(ω-Hydroxyalkyl)oximes by Reduction of Corresponding O-(ω-Carboxyalkyl)oxime Derivatives

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Title:Synthesis of Steroid O-(ω-Hydroxyalkyl)oximes by Reduction of Corresponding O-(ω-Carboxyalkyl)oxime Derivatives
Creators:
Slavíková, Tereza
Pouzar, Vladimír
Černý, Ivan
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 63, 4, pp. 557-576
Uncontrolled Keywords:<i>E/Z</i> Isomers, 4,5-Dihydroisoxazol-3(2<i>H</i>)-ones, Steroids, <i>O</i>-Alkyl oximes

Abstract

Steroid <i>O</i>-(ω-hydroxyalkyl)oximes with varying alkyl chain length were prepared from the corresponding carboxylic acids using the reduction of mixed anhydrides with sodium borohydride. An unexpected reaction course was observed with <i>O</i>-(2-carboxyethyl)oximes of 3-oxo-4-ene steroids, where a 4,5-dihydroisoxazol-3(2<i>H</i>)-one derivative was formed as a side product.

Title:Synthesis of Steroid O-(ω-Hydroxyalkyl)oximes by Reduction of Corresponding O-(ω-Carboxyalkyl)oxime Derivatives
Creators:
Slavíková, Tereza
Pouzar, Vladimír
Černý, Ivan
Uncontrolled Keywords:<i>E/Z</i> Isomers, 4,5-Dihydroisoxazol-3(2<i>H</i>)-ones, Steroids, <i>O</i>-Alkyl oximes
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:63
Number:4
Page Range:pp. 557-576
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19980557UNSPECIFIED
ID Code:1322
Item Type:Article
Deposited On:06 Feb 2009 17:08
Last Modified:06 Feb 2009 16:08

Citation

Slavíková, Tereza; Pouzar, Vladimír; Černý, Ivan (1998) Synthesis of Steroid O-(ω-Hydroxyalkyl)oximes by Reduction of Corresponding O-(ω-Carboxyalkyl)oxime Derivatives. Collection of Czechoslovak Chemical Communications, 63 (4). pp. 557-576. ISSN 0010-0765

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