Methyl 3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-N-phthalimido- β-D-glucopyranoside (CAS 97276-96-5)

Methyl 3-O-Benzyl-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-glucopyranoside is a sophisticated synthetic molecule extensively used in the field of organic chemistry and glycobiology for studying and manipulating carbohydrate-based interactions. This compound is characterized by its multiple protective groups: benzyl and benzylidene moieties protect the hydroxyl groups, and a phthalimido group protects the nitrogen atom, enhancing the stability and reactivity of the molecule during synthetic operations. The structural configuration of this glycoside makes it particularly useful for investigating the steric and electronic effects in glycosylation reactions. It serves as a valuable tool for probing the mechanisms by which glycosyltransferases recognize and process sugar substrates, crucial for understanding and manipulating the biosynthesis of glycoproteins and glycolipids. Researchers utilize this compound to synthesize complex carbohydrates with precise control over the stereochemistry, which is essential for detailed studies on carbohydrate-protein interactions. In addition, the presence of the phthalimido group allows for subsequent modification into other functional groups, making it a versatile intermediate in the synthesis of more complex glycostructures. This chemical is instrumental in advancing research into carbohydrate chemistry, providing insights into the synthesis and functionalization of carbohydrates in purely scientific applications.