title: I. Synthesis ofsn-glycerol-cyclic-phosphodiester isomers.
abstract: A procudure for the synthesis of stereochemically puresn-glycerol-cyclic-phosphodiesters has been developed. The process involves the following sequence of reactions: benzyl-sn-glycerol→benzyl-sn-glycerol-cyclic(phenyl)-phosphodiester→sn-glycerol-cyclic-phosphodiester. The following isomers have been synthesized:sn-glycerol-2,3-1,2-, 1,3-cyclic-phosphodiesters and the racemic mixturer. The 2,3- and 1,2-cyclic-phosphodiesters of glycerol are optically active antipodes. They are five-membered ring asymmetrical compounds, with specific rotations of -1.6°±0.1° and +1.6°±0.1°, respectively. These two enantiomers and their racemate are thick liquids and are unstable; therefore they were converted into Ba(glycerol-cyclic-phosphodiester)2 salts, which can be better stored. The six-membered ringsn-glycerol-1,3-cyclic-phosphodiester is a crystalline, stable compound. The physical and chemical properties of these cyclic-phosphodiesters of glycerol are described and their chemical analyses are reported.
authors: Banting and Best Department of Medical Research, University of Toronto, Toronto, Ontario, Canada.
authors: D
authors: D
authors: Buchnea