2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosylamine (CAS 108342-87-6)

2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosylamine is a protected galactosylamine derivative widely used in the field of glycoscience, particularly in the synthesis of complex carbohydrates and glycoconjugates. The pivaloyl protecting groups on the hydroxyl functionalities enhance the compound′s stability and solubility, making it an ideal intermediate for various synthetic applications. In research, this compound is pivotal in studying glycosylation mechanisms, especially the formation of glycosidic bonds under different catalytic conditions. Its amine functionality allows for diverse coupling reactions, facilitating the synthesis of N-linked glycopeptides and glycoproteins. Researchers utilize this compound to explore enzyme-substrate interactions, particularly those involving glycosyltransferases and glycosidases. By incorporating 2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosylamine into oligosaccharides and glycan structures, scientists can investigate the structural and functional roles of galactose residues in biological processes such as cell recognition, signal transduction, and immune response modulation. Additionally, this compound serves as a building block for synthesizing glycomimetics, which are crucial for probing carbohydrate-protein interactions and designing inhibitors for glycan-processing enzymes. Its use in advanced glycosylation techniques, such as automated solid-phase synthesis, highlights its importance in producing well-defined glycan structures for structural and functional studies. Overall, 2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosylamine is a valuable tool in carbohydrate research, enabling the detailed exploration of glycan synthesis and function.