Benzyl 2,3-Di-O-acetyl-4-deoxy-4-C-nitromethylene-β-D-arabinopyranoside (CAS 383173-63-5)

Benzyl 2,3-Di-O-acetyl-4-deoxy-4-C-nitromethylene-β-D-arabinopyranoside serves as a crucial tool in carbohydrate chemistry research, particularly in the synthesis of modified nucleosides and nucleotides. The nitromethylene functionality at the C-4 position, combined with the acetyl groups at the 2,3 positions, offers strategic control over the regioselective reactions necessary for synthesizing nucleoside analogs. This compound′s unique structure allows for selective functionalization at the anomeric carbon, enabling the introduction of diverse substituents or moieties for structure-activity relationship studies. Additionally, the presence of benzyl and acetyl protecting groups provides steric protection and chemoselectivity during glycosylation reactions, ensuring the desired stereochemistry and regioselectivity. Researchers have utilized this compound in the synthesis of novel nucleoside analogs with potential applications in antiviral and anticancer drug development. Furthermore, its use extends to the preparation of labeled nucleosides for biochemical and biophysical studies, including nucleic acid structure determination and investigation of nucleic acid-protein interactions. The synthetic versatility and precise control over regioselective reactions make this compound indispensable for advancing our understanding of nucleoside chemistry and developing molecular probes for biological research.