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...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Malaysian Palm Oil Board
2004
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| Subjects: | |
| Online Access: | http://irep.iium.edu.my/24442/ http://irep.iium.edu.my/24442/1/Dr_NO_prostaglandin_article.pdf |
| _version_ | 1848779299948068864 |
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| author | Omar, Muhammad Nor Hamilton, Richard J. |
| author_facet | Omar, Muhammad Nor Hamilton, Richard J. |
| author_sort | Omar, Muhammad Nor |
| building | IIUM Repository |
| collection | Online Access |
| 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. |
| first_indexed | 2025-11-14T15:15:35Z |
| format | Article |
| id | iium-24442 |
| institution | International Islamic University Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T15:15:35Z |
| publishDate | 2004 |
| publisher | Malaysian Palm Oil Board |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | iium-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 PeerReviewed 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 |
| 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 |
| title | 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_short | 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 |
| topic | QD Chemistry |
| url | http://irep.iium.edu.my/24442/ http://irep.iium.edu.my/24442/ http://irep.iium.edu.my/24442/1/Dr_NO_prostaglandin_article.pdf |