Abstract
The syntheses of some ester pro-drugs of propranolol, suitable for complexing with cationic ion-exchange resins, are described. These include the n-acyl esters ranging from O-acetyl to O-decanoyl propranolol and the bulky pivaloyl ester. Conditions are presented which enable the isolation of the O-acyl compound, free from the competing N-acyl product, to be accomplished. Spectroscopic properties are described to confirm identity and the optimisation of high-performance liquid chromatographic separations, to enable resolution of mixed esters and degradation products, is described.