title: Radiosynthesis of 2'-deoxy-2'-[18F]-fluoro-5-methyl-1-beta-L-arabinofuranosyluracil ([18F]-L-FMAU) for PET.
abstract: Radiosynthesis of 2'-deoxy-2'-[(18)F]-fluoro-5-methyl-1-beta-L-arabinofuranosyluracil ([(18)F]-L-FMAU) is reported. Compound 1 was synthesized and converted to 2-triflate 2. Compound 3 was prepared from 2 using tetrabutylammonium[(18)F]fluoride, converted to 4, and then coupled with 5. The crude product was hydrolyzed, and purified by HPLC to obtain 7a. The radiochemical yield of [(18)F]-L-FMAU was 26% decay corrected (d.c.) in four runs with radiochemical purity >99% and specific activity 2200 mCi/micromol. The synthesis time was 3.3-3.5h from the end of bombardment (EOB).
authors.affiliation: Department of Experimental Diagnostic Imaging, University of Texas M D Anderson Cancer Center, Houston, TX, USA.
authors.forename: Uday
authors.initials: U
authors.lastname: Mukhopadhyay
authors.forename: Ashutosh
authors.initials: A
authors.lastname: Pal
authors.forename: Juri G
authors.initials: JG
authors.lastname: Gelovani
authors.forename: William
authors.initials: W
authors.lastname: Bornmann
authors.forename: Mian M
authors.initials: MM
authors.lastname: Alauddin
mesh_terms: D001086:Arabinofuranosyluracil / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D005462:Fluorine Radioisotopes / Q000737:chemistry* / Q000302:isolation & purification; D007553:Isotope Labeling / Q000379:methods; D049268:Positron-Emission Tomography / Q000379:methods*; D019275:Radiopharmaceuticals / Q000138:chemical synthesis / Q000302:isolation & purification
chemical_list: D005462:Fluorine Radioisotopes; D019275:Radiopharmaceuticals; D001086:Arabinofuranosyluracil; C034935:clevudine