SYNTHESIS OFL-α-PHOSPHATIDYL-(α-METHYL)CHOLINES

Abstract

The synthesis of a new group of phospholipids, L-α-phosphatidyl-DL-(α-methyl)cholines is reported. Three homologous members of this group were prepared by phosphorylating D-α,β-dimyristin, D-α,β-dipalmitin and D-α,β-distearin, respectively, with phenylphosphoryl dichloride and pyridine, esterifying the resulting phenyl esters of the L-α-phosphatidic acid monochlorides with DL-(α-methyl)choline iodide, replacing the iodide ion of the L-α-phosphatidyl-DL-(α-methyl)choline phenyl esters by acetate ion, and removing the phenyl group by catalytic hydrogenolysis.