Chiral separation of beta-blockers after derivatization with (-)-(alpha)-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride by gas chromatography
- Authors
- Kim, KH; Lee, JH; Ko, MY; Hong, SP; Youm, JR
- Issue Date
- Oct-2001
- Publisher
- PHARMACEUTICAL SOCIETY KOREA
- Keywords
- chiral derivatization; beta-blocker; gas chromatography; resolution; (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl; chloride
- Citation
- ARCHIVES OF PHARMACAL RESEARCH, v.24, no.5, pp 402 - 406
- Pages
- 5
- Journal Title
- ARCHIVES OF PHARMACAL RESEARCH
- Volume
- 24
- Number
- 5
- Start Page
- 402
- End Page
- 406
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/47232
- DOI
- 10.1007/BF02975183
- ISSN
- 0253-6269
- Abstract
- Gas chromatographic method was investigated for the chiral separation of several P-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.
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