Mechanistic evaluation of the resolution of α-amino acids on dynamic chiral stationary phases derived from amino alcohols by ligand-exchange chromatography
Two dynamic chiral stationary phases CSP 7 and 12) were prepared starting from R-2-amino-1-propanol and ( R)-α-phenylethylamine. The resolution of racemic α-amino acids on the two dynamic CSPs thus prepared were compared with previously reported resolution data on a dynamic CSP ( 2) derived from (1...
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Published in | Journal of Chromatography A Vol. 684; no. 2; pp. 189 - 200 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
Elsevier B.V
04.11.1994
|
Online Access | Get full text |
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Summary: | Two dynamic chiral stationary phases CSP
7 and
12) were prepared starting from
R-2-amino-1-propanol and (
R)-α-phenylethylamine. The resolution of racemic α-amino acids on the two dynamic CSPs thus prepared were compared with previously reported resolution data on a dynamic CSP (
2) derived from (1
S,2
R)-norephedrine. The enantioselectivity for the two enantiomers of α-amino acids on CSP
7 was found to be comparable to or better than that on CSP
2 while the enantioselectivity for the two enantiomers of α-amino acids on CSP
12 was much worse than that on CSPs
2 or
7. From these results, we concluded that the phenyl functionality at the first chiral center of CSP 2 is not essential in the chiral recognition. However, the hydroxy functionality of CSPs
2 or
7 does play a very important role in the chiral recognition. |
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ISSN: | 0021-9673 |
DOI: | 10.1016/0021-9673(94)00595-8 |