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Enantioseparations of three amino alcohols using a di-n-butyl-L-tartrate-boric acid complex as the mobile phase additive by reversed-phase high performance liquid chromatography

机译:反相高效液相色谱法以二正丁基-L-酒石酸硼酸络合物为流动相添加剂对映体分离三种氨基醇

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摘要

Three amino alcohols, propranolol, clenbuterol and cycloclenbuterol, were enantioseparated on an achiral column by reversed-phase high performance liquid chromatography (RP-HPLC). A chiral chromatographic system was established based on C_(18)-bonded silica gel as the support and a self-prepared di-n-butyl-L-tartrate-boric acid complex as the chiral mobile phase additive. In order to obtain better enantioseparations, the influences of di-n-butyl-L-tartrate and boric acid concentrations, the type, concentration and pH of the buffer, as well as methanol content were extensively investigated. It was found that the mobile phase composition played an important role in improving the enantioseparations and all of the enantiomers could be baseline resolved under the optimized experimental conditions. Three pairs of enantiomers, which could not be separated with only di-n-butyl-L-tartrate, obtained good chiral separations using the complex chiral selector. The primary driving forces responsible for the chiral recognition were assumed to be the ion-pair interaction between the enantiomers and the chiral selector; and the interactions between the ion-pairs above and the stationary phase also played important roles for the chiral separations in RP-HPLC.
机译:通过反相高效液相色谱(RP-HPLC)在非手性色谱柱上对映体分离了三种氨基醇,普萘洛尔,盐酸克伦特罗和环克仑特罗。建立了以C_(18)键合硅胶为载体,自制备的二正丁基-L-酒石酸硼酸络合物为手性流动相添加剂的手性色谱体系。为了获得更好的对映异构体,广泛研究了酒石酸二正丁酯和硼酸浓度,缓冲液的类型,浓度和pH值以及甲醇含量的影响。发现流动相组成在改善对映体分离中起重要作用,并且所有对映体都可以在优化的实验条件下进行基线拆分。仅使用酒石酸二正丁基酯不能分离的三对对映异构体使用复杂的手性选择剂获得了良好的手性分离。假定负责手性识别的主要驱动力是对映异构体和手性选择剂之间的离子对相互作用。上方离子对与固定相之间的相互作用对于RP-HPLC中的手性分离也起着重要作用。

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