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Synthesis of [18‐ 11 C/( 13 C)]linoleic acid
Author(s) -
Neu Henrik,
Kihlberg Tor,
Långstrom Bengt
Publication year - 1997
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199707)39:7<607::aid-jlcr7>3.0.co;2-a
Subject(s) - chemistry , linoleic acid , trifluoroacetic acid , yield (engineering) , iodide , methyl iodide , organic chemistry , medicinal chemistry , fatty acid , materials science , metallurgy
A method for the preparation of [18‐ 11 C]linoleic acid is described. A highly reactive zerovalent copper complex was prepared from lithium (2‐thienyl)iodocuprate reduced by lithium naphtalenide. This copper complex was used in a coupling reaction between 17‐iodo‐ cis,cis ‐9,12‐heptadecadienoic acid tert ‐butyl ester and [ 11 C]methyl iodide to form [18‐ 11 C]linoleic acid tert ‐butyl ester as intermediate. The tert ‐butyl ester protecting group was rapidly removed with trifluoroacetic acid, affording [18‐ 11 C]linoleic acid in 48% radiochemical yield. In a typical run starting with 27 GBq of [ 11 C]methyl iodide, 2.9 GBq [18‐ 11 C]linoleic acid was obtained within 44 min from the end of radionuclide production. © 1997 John Wiley & Sons, Ltd.