5040-13-1Relevant academic research and scientific papers
Protecting-Group-Mediated Diastereoselective Synthesis of C4-Methylated Uridine Analogs and Their Activity against the Human Respiratory Syncytial Virus
Jones, Peter G.,K?llmann, Christoph,Pietschmann, Thomas,Sake, Svenja M.,Werz, Daniel B.
, p. 4267 - 4278 (2020)
Adjusting the protecting group strategy, from an alkyl ether to a bidentate ketal at the carbohydrate backbone of uridine, facilitates a switchable diastereoselective α-or -C4/C5-spirocyclopropanation. Using these spirocyclopropanated nucleosides as key intermediates, we synthesized a variety of C4-methylated d-ribose and l-lyxose-configured uridine derivatives by a base-mediated ring-opening of the spirocyclopropanol moiety. Investigations of antiviral activity against the human respiratory syncytial virus were carried out for selected derivatives, showing moderate activity.
