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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Malaysian Palm Oil Board
2004
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| 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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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 |
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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 |
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