title: Synthesis of 9-[1-(substituted)-3-(phosphonomethoxy)propyl]adenine derivatives as possible antiviral agents.
abstract: Acyclic N9 adenine nucleosides substituted at C-1' position were prepared by the Mitsunobu reaction of 1-tert-butyldimethylsilyl-4-pivaloylbutan-1,2,4-triol (5) with adenine. Pivaloyl hydroxyl was modified to the phosphonomethoxy derivatives, and the tert-butyldimethylsilyl hydroxyl was converted to methoxy, azido, amino, fluoro, and c-hydroxyethyl and was eliminated to give vinyl. The resulting phosphonic acids were converted to prodrugs also.
authors.affiliation: BioCryst Pharmaceuticals inc., Birmingham, Alabama 35244, USA.
authors.forename: Minwan
authors.initials: M
authors.lastname: Wu
authors.forename: Yahya
authors.initials: Y
authors.lastname: El-Kattan
authors.forename: Tsu-Hsing
authors.initials: TH
authors.lastname: Lin
authors.forename: Ajit
authors.initials: A
authors.lastname: Ghosh
authors.forename: Satish
authors.initials: S
authors.lastname: Vadlakonda
authors.forename: Pravin L
authors.initials: PL
authors.lastname: Kotian
authors.forename: Yarlagadda S
authors.initials: YS
authors.lastname: Babu
authors.forename: Pooran
authors.initials: P
authors.lastname: Chand
mesh_terms: D000225:Adenine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D016174:Hepacivirus / Q000187:drug effects / Q000254:growth & development*; D006801:Humans; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000494:pharmacology; D011355:Prodrugs / Q000138:chemical synthesis* / Q000494:pharmacology; D014779:Virus Replication / Q000187:drug effects*
chemical_list: D000998:Antiviral Agents; D063065:Organophosphonates; D011355:Prodrugs; D000225:Adenine