Synthesis of polymer-bound 6-thiolatomercury and 6-mercuric sulfonate DOPA precursors and their halodemercuration reactivity.
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.
Kawai
K
K
Department of Radiopharmaceutical Chemistry, Faculty of Pharmaceutical Sciences, Science University of Tokyo, Japan.
Channing
M A
MA
Kiesewetter
D O
DO
Eckelman
W C
WC
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*
D017669:Mercury Compounds; D011108:Polymers; D011355:Prodrugs; D013431:Sulfates; C043437:fluorodopa F 18; D004295:Dihydroxyphenylalanine; C028430:mercuric sulfate