Abstract
1,2:5,6-Di- O-isopropylidene-α- d-glucofuranose by the sequence of mild oxidation, reduction, fluorination, periodate oxidation, borohydride reduction, and sulfonylation gave 3-deoxy-3-fluoro-1,2- O-isopropylidene-5- O- p-toluenesulfonyl-α- d-xylofuranose ( 5). Tosylate 5 was converted to thioacetate derivative 6, which after acetolysis gave 1,2-di- O-acetyl-5- S-acetyl-3-deoxy-3-fluoro-5-thio- d-xylofuranose ( 7). Condensation of 7 with silylated thymine, uracil, and 5-fluorouracil afforded nucleosides 1-(5- S-acetyl-3-deoxy-3-fluoro-5-thio-β- d-xylofuranosyl) thymine ( 8), 1-(5- S-acetyl-3-deoxy-3-fluoro-5-thio-β- d-xylofuranosyl) uracil ( 9), and 1-(5- S-acetyl-3-deoxy-3-fluoro-5-thio-β- d-xylofuranosyl) 5-fluorouracil ( 10). Compounds 8, 9, and 10 are biologically active against rotavirus infection and the growth of tumor cells.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
