ABSTRACT

Uronic acids are common constituents of glycosaminoglycans (GAGs).1,2 Because of their important roles in many biological processes,3-5 there is high interest in synthesis of complex GAG oligosaccharides.6-9 Due to the presence of the electron withdrawing carboxyl group, uronic acid building blocks often have low reactivities in glycosylation reactions. An alternative involves the use of pyranosides as building

Experimental ............................................................................................................25 General Methods .................................................................................................25 General Procedure for Oxidation ........................................................................25 Methyl 2,3,4-tri-O-p-methoxybenzyl-α-d-glucopyranosiduronic Acid (6) ........25 1,2:3,4-Di-O-isopropylidene-α-d-galactopyranosiduronic Acid (7) ...................26 Allyl 2,3,4-tri-O-benzoyl-α-d-mannopyranosiduronic Acid (8) .........................26 p-Tolyl 2,3-di-O-benzyl-1-thio-α-d-mannopyranosyluronic Acid (9) ................26

Acknowledgments ....................................................................................................27 References ................................................................................................................ 31