Artificial glycosides are used to prime the biosynthesis of glycosaminoglycan chains and those typical ofN- andO-linked oligosaccharides, e.g.,N-acetyllactosamine repeats.1-8Several studies have shown that the aglycon influences the amount and type of products assembled on such glycosides.2-6The amount of product made depends on two factors. The first is the ability of the glycoside to penetrate the plasma membrane and the Golgi membrane where the glycosyltransferases are located. The second is the structure of the aglycon since it can influence the addition of the first monosaccharide as well as extension with additional residues. In some instances, the aglycon is thought to mimic a portion of an underlying polypeptide chain.2-4,6The choice of aglycons is important, but there are no guidelines to direct the choice since many factors such as their stability to glycosidases, membrane-permeability, cellular toxicity or limitation of specificity and affinity can all be important. In the absence of such guidelines, we streamlined the process of aglycon evaluation and report here an efficient strategy to synthesize GlcNAcβ-R libraries with various aglycons.