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@article{405270,
author = {Navrátilová, Hana and Potáček, Milan},
article_number = {6},
keywords = {enantiomeric enrichment; paroxetine; piperidines; crystalization;},
language = {eng},
issn = {1024-2430},
journal = {Enantiomer},
title = {Enantiomeric enrichment of (+)-(3R,4S)-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine by crystallization},
volume = {6},
year = {2001}
}
TY - JOUR
ID - 405270
AU - Navrátilová, Hana - Potáček, Milan
PY - 2001
TI - Enantiomeric enrichment of (+)-(3R,4S)-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine by crystallization
JF - Enantiomer
VL - 6
IS - 6
SP - 333
EP - 333
SN - 10242430
KW - enantiomeric enrichment
KW - paroxetine
KW - piperidines
KW - crystalization;
N2 - Two-fold crystallization of 4-(4-fluorophenyl)-3-hydroxymethyl-1-methyl- piperidine enriched in (+)-enantiomer 3b (65.2-79.4%ee) yielded the racemate that crystallized out of solution and the mother liquor highly enriched in 3b (95.4-97.6% ee). Differences in infrared spectra of the racemate and enantiomer proved that the racemate consists of a racemic compound. Furthermore, solution NMR spectra of enriched 3b showed differentiation of some resonances (self-induced non-equivalence) which indicated strong diastereomeric interactions between solutes in apolar solvent. The enantiomeric composition of products was determined by NMR spectroscopy in the presence of R-Mosher acid.
ER -
NAVRÁTILOVÁ, Hana and Milan POTÁČEK. Enantiomeric enrichment of (+)-(3R,4S)-4-(4-fluorophenyl)-3-hydroxymethyl-1-methylpiperidine by crystallization. \textit{Enantiomer}. 2001, vol.~6, No~6, p.~333-338. ISSN~1024-2430.
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