Enantiomeric enrichment of (+)-(3R, 4S)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-Methylpiperidine by crystallization

Enantiomer

Volumn 7, Issue 6, 2002, Pages 333-337

  Navrátilová, Hana ^a   Potáček, Milan ^a  

^a MASARYK UNIVERSITY   (Czech Republic)

Author keywords

Enantiomeric enrichment; Enantiomeric purity; Paroxetine; Racemic compound; Self induced non equivalence

Indexed keywords

4 (4 FLUOROPHENYL) 3 HYDROXYMETHYL 1 METHYLPIPERIDINE; ACETONITRILE; PIPERIDINE DERIVATIVE; TOLUENE; UNCLASSIFIED DRUG; 4-(4-FLUOROPHENYL)-3-HYDROXYMETHYL-1-METHYLPIPERIDINE; FEMOXETINE; PAROXETINE; SEROTONIN UPTAKE INHIBITOR;

ARTICLE; CHEMICAL COMPOSITION; CHEMICAL INTERACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; CRYSTALLIZATION; DIASTEREOISOMER; ENANTIOMER; INFRARED SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; RACEMIC MIXTURE; STRUCTURE ANALYSIS; CHEMISTRY; HUMAN; ISOLATION AND PURIFICATION; STEREOISOMERISM; SYNTHESIS;

CRYSTALLIZATION; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; PAROXETINE; PIPERIDINES; SEROTONIN UPTAKE INHIBITORS; STEREOISOMERISM;

EID: 0035757355     PISSN: 10242430     EISSN: None     Source Type: Journal    
DOI: 10.1080/10242430215698     Document Type: Article

References (16)

1. K. L. Dechant and S. P. Clissold, Drugs 1991, 41, 225.
2. M. Engelstoft and J. B. Hansen, Acta Chem. Scand. 1996, 50, 164.
3. P. G. Jones and O. Kennard, Acta Crystallogr., Sect. B 1979, 35, 1732.
4. J. A. Christensen and R. F. Squires, US patent 4,007, 196, 1977.
5. P. Mangeney, R. Gosmini, S. Raussou, M. Commercon, and A. Alexakis, J. Org. Chem. 1994, 59, 1877;
6. B. M. Adger and G. A. Potter, WO97/24323, 1996.
7. C. Herdeis, C. Kaschinski, R. Karla, and H. Lotter, Tetrahedron: Asymmetry 1996, 7, 867.
8. M. Amat, J. Bosch, J. Hidalgo, M. Cantó, M. Pérez, N. Llor, E. Molins, C. Miravitlles, M. Orozco, and J. Luque, J. Org. Chem. 2000, 65, 3074.
9. M. J. O'Donnell, W. D. Bennett, and S. Wu, J. Am. Chem. Soc. 1989, 111, 2353.
10. J. Jacques, A. Collet, and S. H. Wilen, Enantiomers, Racemates, and Resolutions, John Wiley and Sons, 1981, p. 18; p. 192.
11. M. Leclercq, A. Collet, and J. Jacques, Tetrahedron 1976, 32, 821.
12. W. H. Pirkle and D. J. Hoover, Top. in Stereochem. 1982, 316.
13. C. Giordano, A. Restelli, and M. Villa. J. Org. Chem. 1991, 56, 2270.
14. B. S. Jursic and S. I. Goldberg, J. Org. Chem. 1992, 57, 7172.
15. A. Tait, E. Colorni, and M. Di Bella, Tetrahedron: Asymmetry 1997, 8, 2199.
16. H. Navratilova, Chirality, 2001, 13, 731.