Methyl 2-O-Allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (CAS 210297-54-4)

Methyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside is a key compound utilized in carbohydrate chemistry research for its ability to serve as a glycosyl donor in the synthesis of complex oligosaccharides. Its mechanism of action involves its participation in glycosylation reactions, where it acts as a donor molecule, transferring the mannose moiety to an appropriate acceptor molecule. The allyl group enables selective deprotection under mild conditions, allowing for precise control over regioselectivity during glycosylation reactions. Additionally, the benzylidene group serves as a protecting group for the hydroxyl functionalities, preventing unwanted side reactions and facilitating the formation of desired glycosidic bonds. This compound has been extensively utilized in the synthesis of structurally diverse oligosaccharides, which are valuable tools for studying carbohydrate-protein interactions, cell surface glycans, and carbohydrate-based materials. Furthermore, Methyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside has found application in the construction of glycan microarrays, enabling high-throughput screening of carbohydrate-protein interactions and paving the way for advancements in glycobiology and chemical biology research. Its precise structure and functionality make it an indispensable tool in carbohydrate chemistry research, driving innovations in glycoscience and related fields.