Synthesis of dendritic stationary phases with surface-bonded L-phenylalanine derivate as chiral selector and their evaluation in HPLC resolution of racemic compounds

被引:9
作者
Yin, Chuan-Qi [1 ]
He, Bao-Jiang [2 ]
Huang, Shao-Hua [2 ]
Zhang, Jun-Yi [2 ]
Bai, Zheng-Wu [2 ]
Li, Zao-Ying [1 ]
机构
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei Province, Peoples R China
[2] Wuhan Inst Chem Technol, Coll Chem Engn & Pharm, Wuhan, Hubei Province, Peoples R China
关键词
dendrimer; chiral stationary phase; enantioseparation; high-performance liquid chromatography;
D O I
10.1002/chir.20555
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Four dendrimers were synthesized on aminopropyl-modified silica gel using methyl acrylate and ethylene diamine as building blocks by divergent method. Four generations of chiral stationary phases (CSPs) were prepared by coupling of L-2-(p-toluenesulfonamido)-3-phenylpropionyl chloride to corresponding dendrimers. The derivatives prepared on silica gel were characterized by FT-IR, H-1 NMR, and elemental analysis. The selector loadings of these four generations of CSPs generally showed a decrease tendency with the increase of generation numbers of dendrimers. The enantioseparation properties of these CSPs were preliminarily investigated by high-performance liquid chromatography. The CSP derived from the three-generation dendrimer exhibited the best enantioseparation capability. Effects of the mobile phase composition and molecular structures of racemic mixtures on enantioseparation were further studied.
引用
收藏
页码:846 / 855
页数:10
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