Syntheses of 2, 5-and 2, 6-difluoronorepinephrine, 2, 5-difluoroepinephrine, and 2, 6-difluorophenylephrine: effect of disubstitution with fluorine on adrenergic activity

…, M King, F Gusovsky, CR Creveling…

Index: Chen, George T.; King, Michael; Gusovsky, Fabian; Creveling, Cyrus R.; Daly, John W.; et al. Journal of Medicinal Chemistry, 1993 , vol. 36, # 24 p. 3947 - 3955

Full Text: HTML

Citation Number: 10

Abstract

Synthetic routes to difluorinated analogs of the adrenergic agonists, norepinephrine (NE), epinephrine (E), and phenylephrine (PE) have been developed. The syntheses were based on elaboration of the ethanolamine side chains from the appropriately polyfunctionalized benzaldehydes. The benzaldehydes were prepared from precursor difluorinated benzenes by sequential regioselective lithiations and reaction with electrophdes to introduce ...