Chiral separation of beta-blockers after derivatization with (-)-alphamethoxy-alpha-(trifluoromethyl)phenylacetyl chloride by gas chromatography
| Autor: | Seon-Pyo Hong, Kyeong Ho Kim, Mi Young Ko, Jeong Rok Youm, Joo Hyun Lee |
|---|---|
| Rok vydání: | 2001 |
| Předmět: |
Trifluoromethyl
Chromatography Chromatography Gas Trimethylsilyl organic chemicals Organic Chemistry Adrenergic beta-Antagonists Diastereomer Stereoisomerism Chloride Mass Spectrometry chemistry.chemical_compound chemistry Drug Discovery medicine Molecular Medicine Indicators and Reagents Gas chromatography Derivatization Chiral derivatizing agent Racemization medicine.drug Phenylacetates |
| Zdroj: | Archives of pharmacal research. 24(5) |
| ISSN: | 0253-6269 |
| Popis: | Gas chromatographic method was investigated for the chiral separation of several beta-blockers(atenolol, betaxolol, bisoprolol, metoprolol and pindolol) using (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride as a chiral derivatizing agent for amino group. Prior to N-acylation, hydroxyl group was converted into O-silyl ethers by react with N-methyl-N-(trimethylsilyl)trifluoroacetamide. The reaction was selective and rapid and the diastereomeric derivatives were well separated by capillary gas chromatography. (R)-isomers were eluted faster than (S)-isomers when (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride was used as the chiral derivatizing agent. But in the opposite sequence when (+)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride was used. No racemization was found during the reaction. |
| Databáze: | OpenAIRE |
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