Benzyl 4,6-O-Benzylidene-α-D-mannopyranoside (CAS 40983-94-6)

Benzyl 4,6-O-benzylidene-α-D-mannopyranoside, a derivative of mannose, has been extensively studied in research due to its role as a glycosylation substrate and its potential applications in chemical synthesis and carbohydrate chemistry. This compound serves as a glycosyl donor in glycosylation reactions, where it participates in the formation of glycosidic bonds with acceptor molecules, facilitating the synthesis of complex carbohydrates and glycoconjugates. Researchers have utilized benzyl 4,6-O-benzylidene-α-D-mannopyranoside as a key building block in the synthesis of oligosaccharides, glycopeptides, and glycolipids, employing various glycosylation methodologies such as chemical glycosylation, enzymatic glycosylation, and chemoenzymatic synthesis. Furthermore, this compound has been employed as a model substrate in mechanistic studies investigating glycosylation reactions, providing insights into reaction kinetics, stereochemistry, and regioselectivity. Its chemical properties and reactivity make it a valuable tool in carbohydrate chemistry research, enabling the development of novel synthetic strategies and the elucidation of fundamental principles governing glycosylation processes. Additionally, benzyl 4,6-O-benzylidene-α-D-mannopyranoside has found application in the synthesis of carbohydrate-based materials, bioconjugates, and pharmaceutical intermediates, contributing to advancements in diverse fields such as materials science, chemical biology, and drug discovery.