Abstrakt: |
For use in metabolic studies, methyl 11,14,17-eicosatrienoate-3,3,4,4,8,8,9,9- d was prepared by Wittig coupling of 3,6-nonadienyltriphenylphosphonium iodide with methyl 11-oxoundecanoate-3,3,4,4,8,8,9,9- d in the presence of butyl lithium. The all cis isomer was separated by high-pressure liquid chromatography using a reverse-phase column. An unexpected by-product, methyl 10,13,16-nonadecatrienoate-2,2,3,3,7,7,8,8- d , was also isolated. The structures and the configurations of the compounds were confirmed by nuclear magnetic resonance spectroscopy and mass spectrometry. [ABSTRACT FROM AUTHOR] |