Chinese Journal of Organic Chemistry >
Synthesis and Evaluation of Crown Ether Chiral Stationary Phase
Received date: 2014-08-11
Revised date: 2014-09-23
Online published: 2014-10-09
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21275126, 21127012).
In this paper, R-(3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6 was synthesized from (R)-1,1'-bi(2-naphthol), which was coated on C18 silica gel (the average particle size is 5 μm, and aperture is 120 Å). The final product (CSP) was used as the chiral stationary phase of high performance liquid chromatography for the enantioseparation of α-amino acids. In the conditions of perchloric acid solution (pH=2) as mobile phase, flow rate of 0.1 mL·min-1, 25 ℃, the chiral recognition ability for 13 kinds of α-amino acids enantiomer on CSP was studied, and 11 kinds of α-amino acid enantiomers (phenylglycine, hydroxyphenylglycine, methionine, tyrosine, tryptophan, valine, leucine, isoleucine, phenylalanine, glutamate, aspartate) were separated. This column offers a better enantioselectivity for six kinds of α-amino acid than that of commercial CR(+) column. The experimental results showed that CSP possesses a good enantioselectivity for α-amino acid enantiomers.
Lu Zhenyu , Wu Peng , Zi Min , Yang Canyu , Kong jiao , Yuan Liming . Synthesis and Evaluation of Crown Ether Chiral Stationary Phase[J]. Chinese Journal of Organic Chemistry, 2015 , 35(1) : 217 -222 . DOI: 10.6023/cjoc201408011
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