The iodinatied carbamates 3 (E + Z), with potential β‐blocking properties, were synthesized. The first route chosen, from 4‐aminophenol and the chloroformate β7, had to be abandoned because of the formation of the oxazolidinone 10 during the epoxidation step. The aminoalcohol 17 prepared from the practolol 1 finally gave the target compounds by condensation with the iodoallylic chloroformates 8 (E + Z). The secondary Boc‐protected amine function was regenerated without removing the carbamate function situated in the p‐postion, by using mild reaction conditions (1 N HCl).