New way to digitoxigenin from 3β-acetoxy-5-androsten-17-one. Stereoselective free radical substitution of iodide atom by nitrile group as a key step

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Title:New way to digitoxigenin from 3β-acetoxy-5-androsten-17-one. Stereoselective free radical substitution of iodide atom by nitrile group as a key step
Creators:
Daniewski, Andrzej Robert
Kabat, Marek Michal
Masnyk, Marek
Wojciechowska, Wanda
Wicha, Jerzy
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 5, pp. 1064-1069

Abstract

Digitoxigenin (<i>I</i>) was obtained from 17-oxoandrost-5-en-3β-yl acetate (<i>III</i>) using, as a key step, free radical stereoselective substitution of an iodine atom in <i>VI</i> by a nitrile group. Transformation of the nitrile group at C-17 into a pregnane side chain or a butenolide lactone ring took place without isomerization at C-17.

Title:New way to digitoxigenin from 3β-acetoxy-5-androsten-17-one. Stereoselective free radical substitution of iodide atom by nitrile group as a key step
Creators:
Daniewski, Andrzej Robert
Kabat, Marek Michal
Masnyk, Marek
Wojciechowska, Wanda
Wicha, Jerzy
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:56
Number:5
Page Range:pp. 1064-1069
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19911064UNSPECIFIED
ID Code:5024
Item Type:Article
Deposited On:22 Feb 2010 11:28
Last Modified:22 Feb 2010 10:29

Citation

Daniewski, Andrzej Robert; Kabat, Marek Michal; Masnyk, Marek; Wojciechowska, Wanda; Wicha, Jerzy (1991) New way to digitoxigenin from 3β-acetoxy-5-androsten-17-one. Stereoselective free radical substitution of iodide atom by nitrile group as a key step. Collection of Czechoslovak Chemical Communications, 56 (5). pp. 1064-1069. ISSN 0010-0765

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