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Separation of enantiomers and diastereomers of 4-hydroxy-2H-1,4-benzoxazin-3(4H)-one derivatives by capillary electrophoresis

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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.

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Author notes

  1. F. Thunecke

    Present address: Department of Chemical Engineering, Yale University, P.O. Box 2159, 06520, New Haven, CT, USA

Authors and Affiliations

  1. Department of Chemistry Institute of Analytical Chemistry, University of Leipzig, Linnéstrasse 3, 04103, Leipzig, Germany

    F. Thunecke & C. Vogt

  2. Institute of Organic Chemistry, University of Leipzig, Linnéstrasse 3, 04103, Leipzig, Germany

    H. Hartenstein & D. Sicker

Authors
  1. F. Thunecke
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  2. H. Hartenstein
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  3. D. Sicker
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  4. C. Vogt
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Thunecke, F., Hartenstein, H., Sicker, D. et al. Separation of enantiomers and diastereomers of 4-hydroxy-2H-1,4-benzoxazin-3(4H)-one derivatives by capillary electrophoresis. Chromatographia 38, 470–474 (1994). https://doi.org/10.1007/BF02269838

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  • DOI: https://doi.org/10.1007/BF02269838

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