Epalons: Synthesis of New 16α-Carboxymethyl Derivatives

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Title:Epalons: Synthesis of New 16α-Carboxymethyl Derivatives
Creators:
Slavíková, Barbora
Kasal, Alexander
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 64, 9, pp. 1479-1484
Uncontrolled Keywords:GABA<sub>A</sub>-Receptor, 3α,5α-Tetrahydroprogesterone, Mitsunobu reaction, Steroids, NMR spectroscopy, <sup>1</sup>H, Epalon

Abstract

The title compounds (16α-carboxymethyl-3α-hydroxy-5α-pregnan-20-one and its sodium and triethylammonium salts) were prepared from 20-oxopregna-5,16-dien-3β-yl acetate by conjugate addition of dimethyl malonate and decarboxylation. Inversion of configuration at carbon C-3 was carried out by Mitsunobu acylation with diethyl azodicarboxylate and formic acid in the presence of triphenylphosphine. <p>

Title:Epalons: Synthesis of New 16α-Carboxymethyl Derivatives
Creators:
Slavíková, Barbora
Kasal, Alexander
Uncontrolled Keywords:GABA<sub>A</sub>-Receptor, 3α,5α-Tetrahydroprogesterone, Mitsunobu reaction, Steroids, NMR spectroscopy, <sup>1</sup>H, Epalon
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:64
Number:9
Page Range:pp. 1479-1484
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19991479UNSPECIFIED
ID Code:1572
Item Type:Article
Deposited On:06 Feb 2009 17:10
Last Modified:06 Feb 2009 16:10

Citation

Slavíková, Barbora; Kasal, Alexander (1999) Epalons: Synthesis of New 16α-Carboxymethyl Derivatives. Collection of Czechoslovak Chemical Communications, 64 (9). pp. 1479-1484. ISSN 0010-0765

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