Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-08-19
1999-10-05
Rotman, Alan L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
546197, 546236, C07D21102, C07D40512
Patent
active
059626895
ABSTRACT:
This invention relates to new stereoselective processes for preparing 3-substituted-4-aryl piperidines and methods for controlling the absolute stereochemistry at the C-3 and C-4 positions of the piperidine ring. Compounds of this type are key intermediates in the preparation of paroxetine, femoxetine, and other medicaments.
REFERENCES:
patent: 3912743 (1975-10-01), Christensen et al.
patent: 4007196 (1977-02-01), Christensen et al.
patent: 5039803 (1991-08-01), Smith et al.
Engelstoft, M. et al.: Synthesis and 5-HT modulating activity of Stereoisomers of 3-Phenoxymethyl-4-Phenylpiperidines. Acta Chem. Scand. vol. 50, pp. 164-169, 1996.
Hassan, S.M. et al., "A comparison of the effect of paroxetine and amitriptyline on the tyramine pressor response test", Brit. J. Clin. Pharmacol., (1985), vol. 19, pp. 705-706.
Dahl, L.E. et al., "Antidepressant effect of femoxetine and desipramine and relationship to the concentration of amine metabolites in cerebrospinal fluid", Acta Psychiat. Scand., (1982), vol. 66, pp. 9-17.
Reebye, P.N. et al., "A Controlled Double-blind Study of Femoxetine and Amitriptyline in Patients with Endogenous Depression", Pharmacopsychiat., (1982), vol. 15, pp. 164-169.
Amat, M., et al., "Synthesis of Enantiopure 3,4-Disubstituted Piperidines. An Asymmetric Synthesis of (+)-Paroxetine", Tetrahedron: Asymmetry, (1996), vol. 7, No. 6, pp. 1591-1594.
Rossiter, B.E. et al., "Asymmetric Conjugate Addition", Chem. Rev., (1992), vol. 92, pp. 771-806.
Meth-Cohn, O., "Transesterification of Methyl Esters of Aromatic and .alpha.,.beta.-Unsaturated Acids with Bulky Alcohols: (-)-Menthyl Cinnamate and (-)-Menthyl Nicotinate", Organic Syntheses, (1993), vol. VIII, pp. 350-353.
Ho, G-J, et al., "Lithium-Initiated Imide Formation. A Simple Method for N-Acylation of 2-Oxazolidinones and Bornane-2,10-Sultam", J. Org. Chem., (1995), vol. 60, pp. 2271-2273.
Christensen, J.A., et al., "On the Formation of the vol. 24, No. 46, pp. 5151-5152.
Murthy K. S. Keshava
Rey Allan W.
Aulakh Charanjit S
Brantford Chemicals Inc.
Hughes Ivor M.
Hughes Neil H.
Rotman Alan L.
LandOfFree
Stereoselective and useful preparation of 3-substituted 4-aryl p does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Stereoselective and useful preparation of 3-substituted 4-aryl p, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Stereoselective and useful preparation of 3-substituted 4-aryl p will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1173256