CHIRAL SYNTHESIS OF A TRIGLYCERIDE - EXAMPLE OF 1-BUTYROYL 2-OLEOYL 3-PALMITOYL SN GLYCEROL

Chiral synthesis of 1-butyroyl 2-oleoyl 3-palmitoyl sn glycerol was ac hieved from a two-step reaction allowing more than 95% purity. 1-butyr oyl 2-oleoyl 3-bromo sn glycerol was obtained from R(-) glycidyl butyr ate through the high regioselective epoxide opening by the synergy rea ction of oleic anhydride, lithium bromide and benzyltributylammonium b romide. The substitution of bromine was carried out by cesium palmitat e, giving the expected molecule whose structure was checked by the usu al stereospecific determination of glyceride distribution.