Substituent effects on chiral resolutions of derivatized 1-phenylalkylamines by heptakis(2,3-di-O -methyl-6-O -tert -butyldimethylsilyl)-β-cyclodextrin GC stationary phase
| Autor: | Natthapol Issaraseriruk, Yongsak Sritana-Anant, Aroonsiri Shitangkoon |
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| Rok vydání: | 2018 |
| Předmět: |
Pharmacology
chemistry.chemical_classification Cyclodextrin Resolution (mass spectrometry) 010405 organic chemistry 010401 analytical chemistry Organic Chemistry Substituent 01 natural sciences Medicinal chemistry Catalysis Capillary gas chromatography 0104 chemical sciences Analytical Chemistry Stereocenter chemistry.chemical_compound chemistry Drug Discovery Ethyl group Ethylamine Enantiomer Spectroscopy |
| Zdroj: | Chirality. 30:900-906 |
| ISSN: | 0899-0042 |
| DOI: | 10.1002/chir.22856 |
| Popis: | Chiral resolutions of trifluoroacetyl-derivatized 1-phenylalkylamines with different type and position of substituent were investigated by capillary gas chromatography by using heptakis(2,3-di-O-methyl-6-O-tert-butyldimethylsilyl)-β-cyclodextrin diluted in OV-1701 as a chiral stationary phase. The influence of column temperature on retention and enantioselectivity was examined. All enantiomers of meta-substituted analytes as well as fluoro-substituted analytes could be resolved. Temperature had a favorable influence on enantioselectivity for small amines with substituents at the ortho-position. The type of substituent at the stereogenic center of amines also had a crucial effect as the ethyl group led to poor enantioseparation. Among all analytes studied, trifluoroacetyl-derivatized 1-(2'-fluorophenyl)ethylamine exhibited baseline resolution with the shortest analysis time. |
| Databáze: | OpenAIRE |
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