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Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil

Methyl oleate, 1 was obtained from palm methyl esters through removal of saturated esters in a urea complex formation followed by silver nitrate impregnated silica gel column chromatography. The oleate was then reacted with 2,3-O-isopropylidene-D-glyceraldehyde 2, to form an aldol compound which, af...

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Main Authors: Omar, Muhammad Nor, Hamilton, Richard J.
Format: Article
Language:English
Published: Malaysian Palm Oil Board 2004
Subjects:
QD Chemistry
Online Access:http://irep.iium.edu.my/24442/1/Dr_NO_prostaglandin_article.pdf
http://irep.iium.edu.my/24442/
http://palmoilis.mpob.gov.my/publications/joprv16n2-mnor.pdf
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spelling my.iium.irep.244422012-10-09T08:36:18Z http://irep.iium.edu.my/24442/ Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil Omar, Muhammad Nor Hamilton, Richard J. QD Chemistry Methyl oleate, 1 was obtained from palm methyl esters through removal of saturated esters in a urea complex formation followed by silver nitrate impregnated silica gel column chromatography. The oleate was then reacted with 2,3-O-isopropylidene-D-glyceraldehyde 2, to form an aldol compound which, after lactonization, formation of tosylate and cyclic cyanohydrin, and oxidation of the double bond afforded 2-(6-carbomethoxyhexyl)-4(R)-hydroxy-2-cyclopenten-1-one 11, a prostaglandin intermediate. Malaysian Palm Oil Board 2004 Article REM application/pdf en http://irep.iium.edu.my/24442/1/Dr_NO_prostaglandin_article.pdf Omar, Muhammad Nor and Hamilton, Richard J. (2004) Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil. Journal of Oil Palm Research, 16 (2). pp. 37-43. ISSN 1511-2780 http://palmoilis.mpob.gov.my/publications/joprv16n2-mnor.pdf
institution Universiti Islam Antarabangsa Malaysia
building IIUM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider International Islamic University Malaysia
content_source IIUM Repository (IREP)
url_provider http://irep.iium.edu.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Omar, Muhammad Nor
Hamilton, Richard J.
Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil
description Methyl oleate, 1 was obtained from palm methyl esters through removal of saturated esters in a urea complex formation followed by silver nitrate impregnated silica gel column chromatography. The oleate was then reacted with 2,3-O-isopropylidene-D-glyceraldehyde 2, to form an aldol compound which, after lactonization, formation of tosylate and cyclic cyanohydrin, and oxidation of the double bond afforded 2-(6-carbomethoxyhexyl)-4(R)-hydroxy-2-cyclopenten-1-one 11, a prostaglandin intermediate.
format Article
author Omar, Muhammad Nor
Hamilton, Richard J.
author_facet Omar, Muhammad Nor
Hamilton, Richard J.
author_sort Omar, Muhammad Nor
title Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil
title_short Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil
title_full Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil
title_fullStr Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil
title_full_unstemmed Synthesis of 2-substituted 4(R)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil
title_sort synthesis of 2-substituted 4(r)-hydroxy-2-cyclopenten-1-one, a prostaglandin intermediate with methyl oleate from palm oil
publisher Malaysian Palm Oil Board
publishDate 2004
url http://irep.iium.edu.my/24442/1/Dr_NO_prostaglandin_article.pdf
http://irep.iium.edu.my/24442/
http://palmoilis.mpob.gov.my/publications/joprv16n2-mnor.pdf
_version_ 1643608752100737024
score 13.188404

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