4-Methoxyphenyl 3-O-Allyl-2-azido-4,6-O-benzylidene-2-deoxy-beta-D-glucopyranoside (CAS 889453-78-5)

4-Methoxyphenyl 3-O-Allyl-2-azido-4,6-O-benzylidene-2-deoxy-beta-D-glucopyranoside is a glycosyl azide that has garnered interest in research due to its potential as a synthetic intermediate in carbohydrate chemistry. Its structure, which includes an azide group, allows for the subsequent synthesis of triazoles via copper-catalyzed azide-alkyne cycloaddition (CuAAC), a popular ′click′ reaction. This reactivity enables the compound′s application in labeling, conjugation, and functionalization of carbohydrates. The allyl moiety provides additional versatility for subsequent functional group modifications. Furthermore, the benzylidene protecting group stabilizes the sugar backbone, aiding in regioselective transformations. Researchers utilize this compound as a scaffold in developing more complex glycosyl derivatives for biochemical studies, providing insights into glycan interactions and biological recognition processes. Moreover, its synthetic flexibility makes it valuable for creating modified carbohydrate structures that can help explain the roles of glycosylation in protein-ligand binding and enzyme catalysis. Its distinct protecting groups enable selective deprotection strategies, facilitating the generation of specific glycosylated products. Thus, it serves as an important tool in carbohydrate chemistry, underpinning advancements in understanding glycan biology and expanding the toolkit for chemical synthesis and biomolecular labeling.