Structure of Dimeric Compounds Obtained from 3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide

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Title:Structure of Dimeric Compounds Obtained from 3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide
Creators:
Klinotová, Eva
Klinot, Jiří
Křeček, Václav
Hilgard, Stanislav
Buděšínský, Miloš
Malát, Jan
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 58, 7, pp. 1675-1691

Abstract

The triterpenoid α-diketone with oxabicyclo[2.2.2]octane system in the ring E (3β-acetoxy-21,22-dioxo-18α,19β<i>H</i>-ursan-28,20β-olide (<i>I</i>)) gives isopropylidenedioxy derivative <i>II</i> and dimeric compounds <i>V</i> and <i>IX</i> when submitted to chromatography on silica gel in the presence of acetone. Compounds <i>V</i> and <i>IX</i> were reduced with hydride to hydroxy derivatives <i>VI, X,</i> and <i>XI</i>; on reaction with diazomethane they gave dimeric compounds with spiroepoxide group at the position 21 (compound <i>VII</i>) or 22 (compound <i>XII</i>) which reacted further with diazomethane to give monomeric spiroepoxides <i>VIII, XIII,</i> and <i>XIV</i>. The structure of the compounds obtained was derived from their <sup>1</sup>H and <sup>13</sup>C NMR, IR, and FAB mass spectra.

Title:Structure of Dimeric Compounds Obtained from 3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide
Creators:
Klinotová, Eva
Klinot, Jiří
Křeček, Václav
Hilgard, Stanislav
Buděšínský, Miloš
Malát, Jan
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:58
Number:7
Page Range:pp. 1675-1691
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19931675UNSPECIFIED
ID Code:285
Item Type:Article
Deposited On:06 Feb 2009 16:59
Last Modified:06 Feb 2009 15:59

Citation

Klinotová, Eva; Klinot, Jiří; Křeček, Václav; Hilgard, Stanislav; Buděšínský, Miloš; Malát, Jan (1993) Structure of Dimeric Compounds Obtained from 3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide. Collection of Czechoslovak Chemical Communications, 58 (7). pp. 1675-1691. ISSN 0010-0765

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