title: Utilization of tetrabutylammonium triphenyldifluorosilicate (TBAT) in the synthesis of 6-fluoropurine nucleosides.
abstract: Tetrabutylammonium triphenydifluorosilicate (TBAT) has been found to be a useful reagent for the conversion of 6-chloropurine nucleosides to 6-fluoropurine derivatives. The 6-chloropurine nucleosides were reacted with trimethylamine to form quaternary trimethylammonium salts which were treated in situ with TBAT in DMF to effect conversion to the 6-fluoro derivatives in yields of 59-72%.
authors.affiliation: Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235, USA.
authors.forename: V
authors.initials: V
authors.lastname: Gurvich
authors.forename: H Y
authors.initials: HY
authors.lastname: Kim
authors.forename: R P
authors.initials: RP
authors.lastname: Hodge
authors.forename: C M
authors.initials: CM
authors.lastname: Harris
authors.forename: T M
authors.initials: TM
authors.lastname: Harris
mesh_terms: D009705:Nucleosides / Q000138:chemical synthesis*; D017646:Organosilicon Compounds / Q000737:chemistry*; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*
chemical_list: D009705:Nucleosides; D017646:Organosilicon Compounds; D011687:Purines; D000644:Quaternary Ammonium Compounds; C403764:tetrabutylammonium triphenyldifluorosilicate; C035106:6-fluoropurine; C079308:6-chloropurine