Enantiomer separation on monolithic silica HPLC columns using chemically bonded methylated and methylated/acetylated 6-O-tert-butyldimethylsilylated beta-cyclodextrin.
A new 2,3-methylated 3*-monoacetylated 6-O-tert-butyldimethylsilylated beta-CD derivative was synthesized and chemically bonded onto aminopropyl derivatized monolithic silica HPLC columns. In this CD derivative, only one of seven methyl groups in 3-position was substituted by an acetyl group. Its applicability as a chiral stationary phase for HPLC was tested and compared with exclusively 2,3-methylated 6-O-tert-butyldimethylsilylated beta-CD immobilized onto aminopropyl-modified monoliths. Thirty-two chiral compounds from different chemical classes and different functionalities were tested under RP conditions. Fourteen compounds were resolved into their enantiomers by methylated 6-O-tert-butyldimethylsilylated beta-CD. By use of methylated/acetylated 6-O-tert-butyldimethylsilylated beta-CD as the chiral stationary phase 7 analytes were successfully stereodifferentiated.
Bayer
Mathias
M
Institut für Lebensmittelchemie, Biozentrum J.W. Goethe-Universität, Frankfurt/Main, Germany.
Hänsel
Clarissa
C
Mosandl
Armin
A
D000107:Acetylation; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D008745:Methylation; D012822:Silicon Dioxide; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000138:chemical synthesis / Q000737:chemistry
C475844:2,3-di-O-methyl-6-O-tert.-butyldimethylsilyl-beta-cyclodextrin; D047392:beta-Cyclodextrins; D012822:Silicon Dioxide; C031215:betadex