3-O-Benzyl-1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose (CAS 18685-18-2)

3-O-Benzyl-1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose is a chemically modified sugar used predominantly in synthetic organic chemistry, particularly in the synthesis of complex oligosaccharides and the development of glycoconjugates. This compound exemplifies a protected form of glucose where the isopropylidene groups at the 1,2 and 5,6 positions and a benzyl group at the 3 position protect the reactive hydroxyl groups, preventing undesirable side reactions during glycosylation processes. This protection strategy is vital in stepwise carbohydrate synthesis, where selectivity and control over reaction conditions are crucial. The molecule serves as a versatile intermediate in constructing glycosidic linkages with high stereochemical control, a key requirement in the synthesis of biologically relevant structures. Researchers utilize this sugar derivative to explore new synthetic pathways and improve existing methodologies for assembling complex carbohydrate architectures, which are essential for studying carbohydrate-protein interactions fundamental to cellular communication. Such studies contribute significantly to the field of carbohydrate chemistry, enhancing our understanding of how sugars are assembled in nature and can be mimicked in laboratory settings for various research applications.