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

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

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Abstract

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.

Item Type: Article (Journal)
Additional Information: 5626/24442
Uncontrolled Keywords: prostaglandin intermediate, methyl oleate
Subjects: Q Science > QD Chemistry
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button): Kulliyyah of Science > Department of Biotechnology
Depositing User: Prof Dr Muhammad Nor Omar
Date Deposited: 13 Aug 2012 12:13
Last Modified: 09 Oct 2012 16:36
URI: http://irep.iium.edu.my/id/eprint/24442

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