Enantiomeric analysis of (3S,4R)-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine by 19F NMR spectroscopy

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Authors

NAVRÁTILOVÁ Hana

Year of publication 2001
Type Article in Periodical
Magazine / Source Magnetic Resonance in Chemistry
MU Faculty or unit

Faculty of Informatics

Citation
Field Organic chemistry
Keywords NMR; 13C satellites; chemical-shift anisochrony; piperidines; paroxetine;
Description The chemical shift anisochrony of the fluorine signal for the enantiomerically enriched (3S,4R)-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine was induced in the presence of S-Mosher acid and its magnitude varied with the enantiomeric purity of 1a. Very low quantities of an enantiomeric impurity 1b, ranging typically from 0.2 to 1%, were evaluated by comparing peak areas of 1b with those of 13C satellite signals that were deconvoluted using an automatic Lorentzian line fitting.
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