Methyl 2-O-Benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside (CAS 28642-64-0)

Methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-6-O-trityl-α-D-glucopyranoside, a derivative of glucose, is widely used in chemical biology and glycobiology research. One of its primary applications lies in its utility as a precursor for the synthesis of complex glycoconjugates and glycomimetics. Through strategic derivatization of the glucose scaffold, researchers can introduce various functional groups at specific positions, enabling the construction of diverse carbohydrate-based molecules with tailored properties. Additionally, this compound serves as a valuable tool for investigating carbohydrate-protein interactions, particularly those involving lectins, antibodies, and carbohydrate-binding proteins. By incorporating the azido group, researchers can utilize bioorthogonal chemistry techniques, such as copper-catalyzed azide-alkyne cycloaddition (CuAAC), for site-specific labeling and functionalization of glycoconjugates in complex biological systems. Furthermore, the benzoyl and trityl protecting groups provide stability and selectivity during glycosylation reactions, allowing for efficient synthesis of complex carbohydrate structures. Overall, methyl 4-azido-2,3-di-O-benzoyl-4-deoxy-6-O-trityl-α-D-glucopyranoside plays a crucial role in advancing our understanding of carbohydrate biology and in the development of carbohydrate-based materials with applications in diagnostics, drug delivery, and biomaterials science.