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Abstract
The 200 MHz 1H NMR spectra of the analgesic, famprofazone, 1, have been studied in CDCl3 solution at ambient temperatures with the achiral lanthanide shift reagent (LSR) tris (6, 6, 7, 7, 8, 8, 8-heptaf luoro-2, 2-dimethyl-3, 5-octanedionato) europium (III), Eu(FOD)3, 2, for spectral simplification, and with the chiral LSR, tris [3-(heptafluoropropylhydroxymethylene) - (+) camphorato] europium (III), Eu (HFC)3, 3. Lanthanide induced shift (LIS) magnitudes suggested predominant LSR binding at the carbonyl oxygen. Substantial enantiomeric shift differences were observed for several nuclei of 1 with added 3 which could permit direct determinations of enantiomeric excess.
Key Words:
- 4-Isopropyl-2-methyl-3-[N-methyl-N-(α-methylphenylethyl) aminomethyl] -1-phenyl-3-pyrazolin-5-one
- 1, 2-Dihydro-1-methyl-4-(1-methylethyl)-5-[[methyl(1-methyl-2-phenylethyl) amino]methyl]-2-phenyl-3H-pyrazol-3-one
- Europium, LSR, Eu(FOD)3
- Eu(HFC)3
- Analysis
- Enantiomeric excess
- Stereoisomer
- Methamphetamine
- Dynamic NMR