In this work, four cyanuric chloride based chiral reagents were prepared via nucleophile substitution
of chlorine atom by L-proline derivatives and characterized by UV, FT-IR, HRMS, NMR and elemental
analysis. Racemic propranolol was chosen for the chiral recognition study. The prepared chiral reagents
were used in the synthesis of diastereomeric derivatives of (RS)-propranolol, under microwave heating
conditions. RP-HPLC was used to separate the prepared diastereomeric derivatives. The effect of
varying eluting phase concentrations and sample concentrations was optimized. The DFT calculations
were performed using Gaussian 09 Rev A.02 to create the lowest energy optimised structures of
diastereomeric derivatives. LOD (0.324 ng mL-1), LOQ (0.972 ng mL-1), calibration range (0.02-2.0
mg mL-1), correlation-coefficient (0.999), and recovery were the validation parameters for the present
method (99.09 and 99.81 % for inter-day assay and 98.47 and 99.72 % for intra-day assay).