Preparation of (20E)-21-Ethoxycarbonyl-14β,17α-pregna-5,20-dien-3β-yl Hydrogen Butanedioate

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Title:Preparation of (20E)-21-Ethoxycarbonyl-14β,17α-pregna-5,20-dien-3β-yl Hydrogen Butanedioate
Creators:
Pouzar, Vladimír
Černý, Ivan
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 60, 4, pp. 715-718

Abstract

<p>The title compound <i>X</i> was prepared according to the recently published procedure for preparation of analogous derivatives in the 5β-pregnane series, using the reaction sequence <i>I</i> -> <i>II</i> -> <i>III</i> -> <i>IV</i> -> <i>V</i> -> <i>VI</i> -> <i>VII</i> -> <i>VII</i> -> <i>IX</i> -> <i>X</i> (total yield 18%). The configuration at ring D centers (14β,17α) follows from the structure of the starting ketone <i>I</i> and was also checked by comparing diol <i>IV</i> with the sample prepared by an independent route. The epimeric purity at C-17 was carefully monitored during the whole synthesis by <sup>1</sup>H NMR spectra (singlet of 18-H<sub>3</sub>).

Title:Preparation of (20E)-21-Ethoxycarbonyl-14β,17α-pregna-5,20-dien-3β-yl Hydrogen Butanedioate
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:4
Page Range:pp. 715-718
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19950715UNSPECIFIED
ID Code:762
Item Type:Article
Deposited On:06 Feb 2009 17:03
Last Modified:06 Feb 2009 16:03

Citation

Pouzar, Vladimír; Černý, Ivan (1995) Preparation of (20E)-21-Ethoxycarbonyl-14β,17α-pregna-5,20-dien-3β-yl Hydrogen Butanedioate. Collection of Czechoslovak Chemical Communications, 60 (4). pp. 715-718. ISSN 0010-0765

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