ABSTRACT The diastereoselective synthesis via Grignard reaction of enantiopure analgesic naphthylaminoalcohols has been performed. The chiral racemic key intermediate 3-dimethylamino-2-methyl-1-(naphthalen-2-yl)propan-1-one and enantiomers were prepared and transformed into the desired compounds by addition of the organometallic reagent. The chemical characterization of all diastereoisomers was accomplished by 1H NMR and HPLC analyses and the absolute configuration assigned by CD spectroscopy. The in vitro and in vivo profile has also been evaluated

Highly diastereoselective synthesis of enantiopure naphthylaminoalcohols with analgesic properties

AZZOLINA, ORNELLA;COLLINA, SIMONA;URBANO, MARIANGELA;LODDO, GUYA;LINATI, LAURA;LANZA, ENRICA;BARBIERI, ANNALISA
2006-01-01

Abstract

ABSTRACT The diastereoselective synthesis via Grignard reaction of enantiopure analgesic naphthylaminoalcohols has been performed. The chiral racemic key intermediate 3-dimethylamino-2-methyl-1-(naphthalen-2-yl)propan-1-one and enantiomers were prepared and transformed into the desired compounds by addition of the organometallic reagent. The chemical characterization of all diastereoisomers was accomplished by 1H NMR and HPLC analyses and the absolute configuration assigned by CD spectroscopy. The in vitro and in vivo profile has also been evaluated
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/137742
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