title: Synthesis of polymer-bound 6-thiolatomercury and 6-mercuric sulfonate DOPA precursors and their halodemercuration reactivity.
abstract: Fluorodemercuration has the greatest utility for the preparation of 6-[18F]DOPA, but requires separation from unreacted mercury precursor and other mercury-containing compounds. One approach is the development of a polymer-bound mercury precursor. In this study, polymer-bound 6-thiolatomercury and 6-mercuric sulfonate DOPA derivatives, and its monomeric analogs were synthesized. Fluorodemercuration of monomeric analog of mercuric sulfonate gave half the yield (14-15%) while iododemercuration gave the same yield (38%) compared with a 6-mercuric trifluoroacetate protected DOPA. The mercuric sulfonate undergoes halodemercuration, so polymer-bound halodemercuration precursors may be useful as precursors of 6-[18F]DOPA.
authors.affiliation: Department of Radiopharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, Science University of Tokyo, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Kawai
authors.forename: M A
authors.initials: MA
authors.lastname: Channing
authors.forename: D O
authors.initials: DO
authors.lastname: Kiesewetter
authors.forename: W C
authors.initials: WC
authors.lastname: Eckelman
mesh_terms: D004295:Dihydroxyphenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism; D017669:Mercury Compounds / Q000378:metabolism*; D011108:Polymers; D011355:Prodrugs / Q000138:chemical synthesis* / Q000378:metabolism; D013431:Sulfates / Q000378:metabolism*
chemical_list: D017669:Mercury Compounds; D011108:Polymers; D011355:Prodrugs; D013431:Sulfates; C043437:fluorodopa F 18; D004295:Dihydroxyphenylalanine; C028430:mercuric sulfate