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In order to have a better insight of the effect of the double bond geometry of EPA on its anti-aggregating properties, methyl ester of [18-14C] EPA and of its Δ17t isomer were synthesized from a common intermediate [(3Z,6Z,9Z)-12,12-diethoxydodeca-3,6,9-trienyl]triphenylphosphonium iodide 11 via three sequential Wittig olefination. Labelled methyl ester of EPA 16b and EPAΔ17t 17b were obtained in near 10% isomeric and radiochemical purities.
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Eynard et al. (1998) studied this question.
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