Stereoselective Synthesis ofNeu5Acα(2→5)Neu5Gc: The Building Blockof Oligo/Poly(→5-OglycolylNeu5Gcα2→)Chains in Sea Urchin Egg Cell SurfaceGlycoprotein
The synthesis of a sialic acid dimer derivative,Neu5Acα(2→5)Neu5Gc, is described. The synthetic strategyis based on the use of allyl alcohol to achieve an exclusiveα-sialylation product. The allyloxy group is also a latentglycolic acid that provides the subsequent coupling withneuraminate with minimal protection−deprotection manipulations.