265669-10-1Relevant articles and documents
Synthesis of potentially β-blocking practolol derivatives: (E + Z)-3- [4-(3-iodoprop-2-enyloxycarbonylamino)phenoxy]-1-(isopropylamino)propan-2-ol
Apparu, Marcel,Ben Tiba, Younes,Leo, Pierre-Marc,Fagret, Daniel
, p. 1007 - 1012 (2007/10/03)
The iodinatied carbamates 3 (E + Z), with potential β-blocking properties, were synthesized. The first route chosen, from 4-aminophenol and the chloroformate 7, 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).
