Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside (CAS 57783-66-1)

Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside is a chemically modified glucose derivative extensively utilized in synthetic organic chemistry and carbohydrate research. This compound is particularly important for its role in the study of selective glycosylation reactions, a critical process in the synthesis of complex carbohydrates. The benzyl and benzylidene groups act as protective groups, stabilizing the molecule and preventing unwanted side reactions during the synthesis of oligosaccharides and glycoconjugates. By employing such a heavily protected sugar, researchers can control the reactivity of different hydroxyl groups on the glucose molecule, facilitating the formation of specific glycosidic linkages. This derivative is instrumental in the development of methodologies for constructing glycosidic bonds with high stereoselectivity, a challenge in the synthesis of naturally occurring and novel oligosaccharides. The insights gained from these studies are vital for advancing our understanding of carbohydrate chemistry, particularly in the realms of molecular recognition and the physical properties of carbohydrates. Moreover, the research involving Benzyl 2,3-Di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside contributes to the broader field of glycomics, aiding in the exploration of how carbohydrates influence biological systems through specific interactions.