SYNTHESIS OFL-α-CEPHALINS CONTAINING FATTY ACIDS OF SHORTER CHAIN LENGTH: WATER-SOLUBLE GLYCEROLPHOSPHATIDES II

Abstract

L-α-(Dihexanoyl)cephalin has been synthesized by the phosphorylation of D-α,β-dihexanoylglycerol with phenylphosphoryl dichloride and pyridine, esterification of the reaction product, viz. dihexanoyl-L-α-glycerylphenylphosphoryl chloride, with N-carbobenzoxyethanolamine, and simultaneous removal of the protective groups of dihexanoyl-L-α-glycerylphenylphosphoryl-N-carbobenzoxyethanolamine by catalytic hydrogenolysis. The L-α-(dihexanoyl)cephalin is soluble in water.Infrared evidence supports the inner-salt structure of cephalins in chloroform solution.