α-氨基膦酸酯类化合物在直链淀粉手性固定相上的高效液相色谱分离

张钰萍; 胡德禹; 宋宝安; 杨松; 赵军; 刘冬梅

α-氨基膦酸酯类化合物在直链淀粉手性固定相上的高效液相色谱分离

1.
贵州大学精细化工研究开发中心, 教育部绿色农药和农业生物工程重点实验室,贵阳 550025

基金项目:

国家重大基础研究前期研究专项(2005CCA01500);国家自然科学基金资助项目(20362004).

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出版历程
- 收稿日期: 2008-03-27

Enantioseparation of Novel α-Aminophosphonate Esters on the Amylose Derivative Chiral Stationary Phases by HPLC

1.
Center for Research and Development of Fine Chemicals,Key Laboratory of Green Pesticide and AgricultureBioengineering,Ministry of Education,Guizhou University,Guiyang 550025,China

摘要

摘要: 采用直链淀粉-三(3,5-二甲基苯基氨基甲酸酯)键合型手性固定相(Chiralpak IA柱)和涂敷型手性固定相(Chiralpak AD-H柱)对6个O,O'-二烷基-α-(氟代苯乙基)氨基-3,4,5-三甲氧基苯基甲基膦酸酯化合物进行了直接手性拆分研究,在正己烷/异丙醇、正己烷/乙醇两种不同流动相条件下,6个化合物均能在AD-H柱上实现基线分离,AD-H柱的手性分离效果优于IA柱。并考察了AD-H柱在以正己烷/乙醇作流动相时,不同温度及乙醇浓度对手性分离的影响。结果表明,在10 ~40℃范围内随着温度的降低,化合物的分离因子、分离度均增大,在乙醇体积分数为5% ~15%范围内,随乙醇浓度的降低,化合物的分离度增大,分离因子基本保持不变。表明AD-H柱可推荐用于此类化合物的半制备手性分离。
- α-氨基膦酸酯化合物 /
- 直链淀粉-三(3,5-二甲基苯基氨基甲酸酯)手性固定相 /
- 手性拆分 /
- 液相色谱
Abstract: The direct HPLC enantioseparation of six O,O'-dialkyl-α-(fluorinated phenylethy1)amino-3,4,5-trimethoxybenzy1 methy1 phosphonates on coated and immobilized amylose tris-(3,5-dimethyphenylcarbamate) chiral stationary phases (Chiralpak AD-H and Chiralpak IA) was presented.In n-hexane/2-isopropanol and n-hexane/ethanol mixtures,all studied compounds can be baseline separated on AD-H column,AD-H column exhibits better separation effect for all compounds than IA column.The effect of temperature and ethanol organic modifier concentration on the resolution was investigated on AD-H column.The results showed in the range of 10 ~40℃,resolution factors and sepatation factors increased with decreasing temperature; in the range of 5% ~15% ethanol in n-hexane,resolution factors increase with decreasing solvent polarity and separation factors were relatively stable.AD-H was recommended to carry out chiral semi-preparative separation of all compounds.
- α-aminophosphonate esters /
- amylose tris-(3,5-dimethyphenylcarbamate) /
- enantio-separation /
- HPLC

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