Comparative study of coated and immobilized polysaccharide-based chiral stationary phases and their applicability in the resolution of enantiomers.
The enantioselective and chromatographic properties of Chiralpak AD and Chiralpak IA as well as those of Chiralcel OD and Chiralpak IB have been evaluated using a set of 48 compounds that differ in their physical and chemical properties. The impact of the different immobilisation methodologies of the chiral polysaccharide, i.e., coated or immobilized on retention and enantioselectivity was studied. The study on immobilized chiral stationary phases (CSPs) was expanded to also include mobile phases containing mixtures of alkanes and more non-conventional solvents such as ethyl acetate, ethers, acetone and dichloromethane. In this paper we report some of the general trends observed for the 48 racemic compounds with respect to retention, alpha and Rs. Further, the impact of the immobilisation methodology and the choice of the mobile phase on the elution order of the enantiomers is also discussed.
Thunberg
L
L
Astra Zeneca R&D Mölndal, Medicinal Chemistry, SE-431 83 Mölndal, Sweden.
Hashemi
J
J
Andersson
S
S
D000688:Amylose / Q000031:analogs & derivatives; D002482:Cellulose / Q000031:analogs & derivatives / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation* / Q000379:methods*; D004364:Pharmaceutical Preparations / Q000302:isolation & purification; D048448:Phenylcarbamates / Q000737:chemistry; D011134:Polysaccharides / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism
D004364:Pharmaceutical Preparations; D048448:Phenylcarbamates; D011134:Polysaccharides; D012997:Solvents; C065943:cellulose tris-3,5-dimethylphenyl-carbamate; C080033:Chiralpak AD; D002482:Cellulose; D000688:Amylose