1,5-Di-O-acetyl-2,3-isopropylidene-D-ribose (CAS 141979-56-8)

1,5-Di-O-acetyl-2,3-isopropylidene-D-ribose is a key compound extensively utilized in carbohydrate chemistry research for its role as a protecting group in the synthesis of various glycoconjugates and oligosaccharides. The mechanism of action involves its ability to selectively protect the hydroxyl groups of ribose, specifically at the 1 and 5 positions, by forming acetyl esters, and the formation of an isopropylidene acetal at the 2,3 positions. This protection strategy prevents unwanted reactions at these hydroxyl groups during glycosylation reactions, allowing for the selective manipulation of other hydroxyl moieties. Researchers leverage this compound in the synthesis of complex carbohydrate structures, where precise control over regioselectivity and stereochemistry is crucial. By strategically incorporating 1,5-Di-O-acetyl-2,3-isopropylidene-D-ribose as a protecting group, scientists can efficiently construct oligosaccharides with tailored functionalities and stereochemical arrangements, facilitating the study of carbohydrate-protein interactions, carbohydrate-based materials, and glycan-mediated biological processes. Moreover, this compound serves as a versatile building block for the assembly of glycoconjugates, glycopeptides, and glycolipids, enabling the development of diverse carbohydrate-based probes and mimetics for applications in chemical biology, bioorganic chemistry, and glycobiology research. Its compatibility with various glycosylation methodologies and its crucial role in protecting labile hydroxyl groups make 1,5-Di-O-acetyl-2,3-isopropylidene-D-ribose an indispensable tool for the synthesis and functionalization of complex carbohydrates in scientific investigations.