FLUORINE-CONTAINING CATECHOLAMINES. SYNTHESIS OF DL-2, 5, 6-TRIFLUORODOPA

Article abstract of DOI:10.1016/S0022-1139(00)82665-2

DL-2,5,6-trifluoro-3,4-dihydroxyphenylalanine (trifluorodopa) hydroiodide has been synthesized from hexafluorobenzene in a six-step procedure.The key step is the methoxylation of p-methyl tetrafluoroanisole.This reaction affords the desired 2,5,6-trifluoro-3,4-dimethoxytoluene, which is separated by preparative glc from 3,5,6-trifluoro-2,4-dimethoxytoluene.Attempts to obtain trifluorodopa by ether cleavage of the appropriately substituted dihydrobenzodioxin have not been successful.