Journal of Lipid Research, Vol 23, 1243-1246, Copyright © 1982 by Lipid Research, Inc.
Synthesis of unsaturated carnitine esters with N-acyl imidazoles
J Cervenka and H Osmundsen
A novel procedure is described for the synthesis of acylcarnitines. This
entails the synthesis of an N-acyl imidazole intermediate, which
subsequently is reacted with L-carnitine perchlorate to form the
acylcarnitine. The procedure is rapid and simple, and does not require a
large excess of N-acyl imidazole to achieve a reaction yield of 50- 70%. A
procedure, based on reverse-phase Sep-Pak cartridges for rapid isolation of
acylcarnitines from these reaction mixtures is also described. These
procedures have, in particular, been applied in the synthesis of
polyunsaturated acylcarnitines, including docosahexaenoylcarnitine.