n-fluorobenzenesulfonimide has been researched along with phosphonic-acid* in 1 studies
1 other study(ies) available for n-fluorobenzenesulfonimide and phosphonic-acid
| Article | Year |
|---|---|
Synthesis of novel 2',3'-difluorinated 5'-deoxythreosyl phosphonic acid nucleosides as antiviral agents.
A novel route for the synthesis of 2',3'-difluorinated 5'-deoxythreosyl phosphonic acid nucleosides from glyceraldehyde using the Horner-Emmons reaction in the presence of triethyl α-fluorophosphonoacetate is described. The second fluorination at the 2'-position was an electrophilic reaction performed using N-fluorodibenzenesulfonimide. Glycosylation reactions between the nucleosidic bases and glycosyl donor 9 generated nucleosides that were further phosphonated and hydrolyzed to produce the desired nucleoside analogues. The synthesized nucleoside analogues 13, 16, 20, and 23 were tested for anti- human immunodeficiency virus (HIV) activity as well as cytotoxicity. Adenine derivative 16 showed significant anti-HIV activity up to 100 μM. Topics: Acetates; Adenine; Anti-HIV Agents; Benzophenones; Chromatography, Thin Layer; Drug Design; Glyceraldehyde; Guanine; HIV Infections; Humans; Hydrogen; Leukocytes, Mononuclear; Magnetic Resonance Spectroscopy; Nucleosides; Phosphonoacetic Acid; Phosphorous Acids; Spectrophotometry; Spectroscopy, Fourier Transform Infrared; Sulfonamides | 2015 |