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NMR Studies of Drugs. Application of a Chiral Lanthanide Shift Reagent for Potential Direct Determination of Enantiomeric Excess of Methsuximide

 

作者: RobertJ. Reifsneider,   BernardH. Hoffman,   KunisiS. Venkatasubban,   Robert Rothchild,   Rolf Martin,  

 

期刊: Spectroscopy Letters  (Taylor Available online 1991)
卷期: Volume 24, issue 10  

页码: 1373-1394

 

ISSN:0038-7010

 

年代: 1991

 

DOI:10.1080/00387019108021768

 

出版商: Taylor & Francis Group

 

关键词: Europium, Eu(HFC)3;Optical Purity;Analysis;Anticonvulsant;1H NMR, succinimides

 

数据来源: Taylor

 

摘要:

The 200 MHz1H NMR Spectra of methsuximide, 1,3-dimethy1-3-ogebt1-2,5-otrrikudubeduibem1, havebeen studied in CDC13 solution with the chiral reagent, tris[3-(heptafluoropropy1-hydroxymethylene)-d-camphorato] europium (III),2, Eu(HFC)3. Substantial lanthanide-induced shifts are seen. In addition, significant enantiomeric shift differences are observed for several of the nuclei of1. With a2:1molar ratio near 1.0, the CCH3 and NCH3 signals show nearly baseline resolution between the peaks from each enantiomer, providing excellent potential for direct determinations of enantiomeric excess of samples of1. As little as 2% of a minor enatiomer should be readily detectable.

 

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