Benzyl 2-Deoxy-2-phthalimido-3,6-di-O-benzyl-β-D-glucopyranoside (CAS 80035-36-5)

Benzyl 2-Deoxy-2-phthalimido-3,6-di-O-benzyl-β-D-glucopyranoside is a crucial compound in carbohydrate chemistry research due to its versatile applications and strategic placement of protecting groups. With a phthalimido group at the 2-position and benzyl groups at the 3 and 6-positions of the glucopyranoside ring, this compound serves as a building block for the synthesis of complex oligosaccharides. The phthalimido group can be selectively removed under mild conditions, revealing a free amine group for further functionalization or conjugation, making it a valuable tool for modifying and studying carbohydrate structures. Additionally, the benzyl protecting groups offer steric hindrance and control over regioselectivity during glycosylation reactions, enabling chemists to achieve precise control over the formation of glycosidic linkages. This compound has been extensively utilized in the synthesis of biologically relevant glycoconjugates, including glycoproteins and glycolipids, aiding in the elucidation of structure-function relationships and biological roles of carbohydrates in various biological processes. Furthermore, its synthetic versatility and strategic design make it indispensable for the development of carbohydrate-based materials and bioactive compounds with potential applications in fields such as materials science, chemical biology, and drug discovery.