Determination of Enantiomeric Composition of Substituted Tetrahydroisoquinolines Based on Derivatization with Menthyl Chloroformate  

作　　者：Jan Prech Václav Matousek JiriVáclavik Jan Pechacek Kamila Syslova Petr Sot Jakub Januscak Beáta Vilhanová Marek Kuzma Jaromir Toman Petr Kacer 

机构地区：[1]Department of Organic Technology,Institute of Chemical Technology,Prague,Czech Republic [2]Laboratory of Molecular Structure Characterization,Institute of Microbiology,Academy of Sciences of the Czech Republic,Prague,Czech Republic

出　　处：《American Journal of Analytical Chemistry》2013年第3期125-133,共9页美国分析化学（英文）

基　　金：The authors would like to acknowledge the Grant Agency of the Czech Republic for funding this work through re-search grants GACR 104/09/1497 and P106/12/1276.

摘　　要：A method for the analysis of the optical purity of a series of chiral substituted tetrahydroisoquinolines (THIQs) was developed. The method is based on pre-column derivatization of the analytes with the derivatization reagent (–)-(1R)-menthyl chloroformate. The derivatization reaction selectively gives diastereomeric carbamates that are resolvable on an achiral non-polar GC column. The developed technique covers variously substituted THIQs, which differ significantly in volatility, steric and electronic properties. In all cases, the resolution factors (R) exceeded the value of 1.5. The method represents a robust way of analysis of mixtures of THIQs, which are often present in various matrixes such as body fluids, tissues and reaction mixtures.A method for the analysis of the optical purity of a series of chiral substituted tetrahydroisoquinolines (THIQs) was developed. The method is based on pre-column derivatization of the analytes with the derivatization reagent (–)-(1R)-menthyl chloroformate. The derivatization reaction selectively gives diastereomeric carbamates that are resolvable on an achiral non-polar GC column. The developed technique covers variously substituted THIQs, which differ significantly in volatility, steric and electronic properties. In all cases, the resolution factors (R) exceeded the value of 1.5. The method represents a robust way of analysis of mixtures of THIQs, which are often present in various matrixes such as body fluids, tissues and reaction mixtures.

关 键 词：TETRAHYDROISOQUINOLINES Enantiomeric Composition DERIVATIZATION Menthyl Chloroformate Gas Chromatography 

分 类 号：O6[理学—化学]