Separation of nadolol stereoisomers by liquid chromatography using Chiralpak IA chiral stationary phase
Conference Paper
Overview
Overview
abstract
The separation of nadolol stereoisomers on CHIRALPAK® AD at both analytical and
preparative scales was recently reported by Ribeiro et al. [1]. CHIRALPAK® AD is an
amylose-based chiral stationary phase (CSP) and is produced by physical coating of the
chiral polymer on a matrix. However, due to their coated nature, this CSP can only be
used with a limited range of solvents such as the polar (e.g. alcohols) or non-polar
solvents (e.g. alkanes). Immobilization of a polysaccharide-derivative on the support is
an evolutionary strategy to make a CSP compatible with the whole range of organic
solvents, which will consequently extend its application scope. CHIRALPAK® IA is a
CSP containing amylose 3,5-dimethylphenylcarbamate immobilized onto silica gel [2].
This work will present a complete methodology concerning experimental, modelling and
simulation results. Both the CHIRALPAK® AD and CHIRALPAK® IA CSPs will be
evaluated using the nadolol stereoisomers separation as case study. The selection of
the proper CHIRALPAK® IA/solvent combination for preparative operation will be fully
study taking into account a complete screening strategy [3]. Additional results will
include the measurement of the chiral mixture solubility’s, equilibrium adsorption data
and fixed bed (breakthroughs) experiments. The complete screening will lead to the
choice of the better solution for the pseudo-binary separation of the nadolol most
retained stereoisomer. Finally, experimental results will be presented for the preparative
separation using a Simulated Moving Bed (SMB) pilot unit. The results obtained will be
compared with previous published work using the CHIRALPAK® AD adsorbent.
