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: | , |
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| Format: | Article |
| Language: | English |
| Published: |
Malaysian Palm Oil Board
2004
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| Subjects: | |
| 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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| Summary: | 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. |
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