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Direct resolution of β-hydroxy myristic acid enantiomers by chiral phase gas and liquid chromatography

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Summary

The enantiomeric resolution of the methyl ester of β-hydroxy myristic acid by GC on a chiral stationary phase containing derivatized cyclodextrin is described together with the LC separation of the N-phenylureido diethylamide derivative on Chiralcel-OD.

While in gas chromatography the S-enantiomer is eluted first, the order of elution is reversed in liquid chromatography. The structure of the N-phenylureido diethylamide derivative was confirmed by1H-NMR and MS and the separation verified by LC/MS. The excellent resolution obtained with liquid chromatography (α=1.47) allows a detection limit of <0.05% for each enantiomer.

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References

  1. H. Schildknecht, K. Koob, Angew. Chem.83, 110 (1971).

    Google Scholar 

  2. M. Aydin, N. Lucht, W.A. König, R. Lupp, G. Jung, G. Winkelmann, Liebigs Ann. Chem. 2285 (1985)

  3. H. Laatsch, Liebigs Ann. Chem. 28 (1982)

  4. H. Benecke, W.A. König, Angew. Chem.94, 709 (1982)

    Google Scholar 

  5. D. Thumm, Thesis, Tübingen (1980)

  6. B. Koppenhöfer, H. Allmendinger, G.J. Nicholson, E. Bayer, J. Chromatogr.260, 63 (1983)

    Google Scholar 

  7. W.A. König, I. Benecke, N. Lucht, E. Schmidt, J. Schulze, S. Sievers, J. Chromatogr.279, 555 (1983)

    Google Scholar 

  8. W.A. König, R. Krebber, P. Mischnick, J. of HRC a. CC12, 732 (1989)

    Google Scholar 

  9. T. Shibata, K. Mori, Y. Okamoto, Chiral Separations by HPLC,A.M. Krstulovic, ed., Ellis Horwood Ltd. 1989, p. 336

  10. H. Frank, G.J. Nicholson, E. Bayer, J. Chromatogr.146, 197 (1978)

    Google Scholar 

  11. V. Schurig, H.P. Nowotny, J. Chromatogr.441, 155 (1988)

    Google Scholar 

  12. H. Frank, J. Gerhardt, G.J. Nicholson, E. Bayer, J. Chromatogr.270, 159 (1983)

    Google Scholar 

  13. W.A. König, The Practice of Enantiomer Separation by Capillary Gas Chromatography, Hüthig-Verlag (1987)

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Authors and Affiliations

  1. Chemical Process Research and Development, SANDOZ Pharma Ltd., Basel, Switzerland

    E. Küsters, C. Spöndlin, C. Volken & C. Eder

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  1. E. Küsters
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  2. C. Spöndlin
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  3. C. Volken
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  4. C. Eder
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Küsters, E., Spöndlin, C., Volken, C. et al. Direct resolution of β-hydroxy myristic acid enantiomers by chiral phase gas and liquid chromatography. Chromatographia 33, 159–162 (1992). https://doi.org/10.1007/BF02275898

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  • DOI: https://doi.org/10.1007/BF02275898

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