1-O-tert-Butyldimethylsilyl 2-azido-2-deoxy-β-D-glucopyranoside 3,4,6-triacetate (CAS 99049-65-7)

1-O-tert-Butyldimethylsilyl 2-azido-2-deoxy-β-D-glucopyranoside 3,4,6-triacetate is a synthetic compound widely used in carbohydrate chemistry and glycoscience research. This compound is particularly valuable for studying glycosylation reactions and for the synthesis of complex glycoconjugates. The azido group at the 2-position enables the compound to serve as a versatile intermediate in click chemistry, facilitating the conjugation of carbohydrates with various biomolecules, which is essential for developing glycomimetics and studying protein-carbohydrate interactions. The tert-butyldimethylsilyl (TBS) group at the anomeric position provides protection during chemical transformations, ensuring selectivity and stability in multistep synthetic pathways. The acetyl groups at positions 3, 4, and 6 further protect the hydroxyl groups, allowing for selective deprotection and functionalization steps. Researchers utilize this compound to explore the synthesis of glycopeptides, glycoproteins, and glycolipids, advancing our understanding of glycan structures and their biological roles. Additionally, it is used in the development of carbohydrate-based probes and sensors for detecting and quantifying specific glycan interactions in biochemical assays. Through its application in these research areas, 1-O-tert-Butyldimethylsilyl 2-azido-2-deoxy-β-D-glucopyranoside 3,4,6-triacetate significantly contributes to advancements in synthetic methodologies and the study of carbohydrate-related biological processes.