Methyl 2,3,4,6-Tetra-O-benzyl-D-mannopyranoside (CAS 83462-67-3)

Methyl 2,3,4,6-Tetra-O-benzyl-D-mannopyranoside is a chemical primarily used in synthetic chemistry research, especially in the study of glycosidic bond formation. Its structure includes a mannopyranoside backbone with benzyl protecting groups, making it a valuable tool in the synthesis of complex oligosaccharides. This chemical serves as a key intermediate in the preparation of glycoconjugates, due to its role in promoting selective glycosylation reactions. Researchers utilize it to understand the mechanisms underlying the selective formation of glycosidic linkages, essential for the construction of biologically relevant glycostructures. In carbohydrate chemistry, the protecting benzyl groups of Methyl 2,3,4,6-Tetra-O-benzyl-D-mannopyranoside are particularly noteworthy because they can be selectively removed under specific conditions, enabling the stepwise assembly of complex carbohydrate molecules. This aspect of its chemistry is exploited to study the subtleties of carbohydrate interactions and assembly in non-biological settings, aiming to mimic natural glycosylation processes. Its use has been crucial in developing synthetic methodologies that are now standard in the synthesis of carbohydrates, providing insights into the stereochemical outcomes of glycosylations and the dynamics of carbohydrate-protein interactions in a purely research-focused context.