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Separation of enantiomers and diastereomers of 4-hydroxy-2H-1,4-benzoxazin-3(4H)-one derivatives by capillary electrophoresis
Authors:F Thunecke  H Hartenstein  D Sicker  C Vogt
Institution:(1) Department of Chemistry Institute of Analytical Chemistry, University of Leipzig, Linnéstrasse 3, 04103 Leipzig, Germany;(2) Institute of Organic Chemistry, University of Leipzig, Linnéstrasse 3, 04103 Leipzig, Germany;(3) Present address: Department of Chemical Engineering, Yale University, P.O. Box 2159, 06520 New Haven, CT, USA
Abstract:Summary A high performance capillary electrophoresis (HPCE) procedure for the enantioseparation of the methyl acetals3 and4 of the natural products DIBOA1 and DIMBOA2, respectively, has been developed using borate buffers (pH 9–10 range), cyclodextrins as chiral additives and addition of up to 20% methanol. A mixture of GDIBOA5 and GDIMBOA6 of natural origin was also clearly separated. HPCE proved to be superior to HPLC by the first separation of GDIBOA5 and three of its diastereomers resulting from a synthetic approach to this acetalglucoside.
Keywords:Capillary electrophoresis  4-Hydroxy-2H-1  4-benzoxazin-3(4H)-ones  Cyclodextrins  Enantioseparation  Separation of diastereomers
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