SYNTHESIS OF METHYL (5Z,8Z,11E,14Z,17Z)-EICOSAPENTAENOATE AND (5Z,8Z,11E,14Z,17E)-EICOSAPENTAENOATE (EPA DELTA-11T AND DELTA-11T,17T)

被引：13
作者：
VATELE, JM
DOAN, HD
FENET, B
CHARDIGNY, JM
SEBEDIO, JL
机构：
[1] CPE LYON,CNRS,CTR RMN,F-69622 VILLEURBANNE,FRANCE
[2] INRA,UNITE NUTR LIPIDIQUE,F-21034 DIJON,FRANCE
来源：
CHEMISTRY AND PHYSICS OF LIPIDS | 1995年 / 78卷 / 01期
关键词：
N-3 TRANS POLYUNSATURATED FATTY ACIDS; SYNTHESIS; WITTIG REACTION;
D O I：
10.1016/0009-3084(95)02485-2
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The ylide of [(E)-6-(tetrahydropyranyloxy)hex-3-enyl] iodide, a common intermediate in the synthesis of EPA Delta 11t and Delta 11t,17t was condensed with (E)- or (Z)-3-hexenal to afford a C12 trienic ether. After transformation of the tetrahydropyranyl ether function into a phosphonium salt in four steps, a second Wittig reaction between the ylide of this salt and a C8 (Z)-unsaturated aldehyde ester provided the title compounds with a purity > 95%.
引用
收藏
页码：65 / 70
页数：6
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