Process for preparing (alpha S, beta...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C558S086000

Reexamination Certificate

active

08039628

ABSTRACT:
The present invention relates to a process for isolating (αS,βR)-6-bromo-α-[2-(dimethylamino)ethyl]-2-methoxy-α-1-naphthalenyl-β-phenyl-3-quinolineethanol from a mixture of stereoisomeric forms of 6-bromo-α-[2-(dimethylamino)ethyl]-2-methoxy-α-1-naphthalenyl-β-phenyl-3-quinolineethanol by optical resolution with chiral 4-hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin 4-oxide or a derivative thereof, in particular (11bR)-4-hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin 4-oxide, as resolution agent.

REFERENCES:
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patent: WO 2004/011436 (2004-02-01), None
patent: WO 2004/011436 (2004-02-01), None
patent: WO 2004/060889 (2004-07-01), None
Jacques et al. Tetrahedron Letters, 48, 4617-4620, 1971.
International Search Report dated Oct. 2, 2006 for related International Application No. PCT/EP2006/062502.
Imhof, R. et al., “Design, synthesis, and X-ray data of novel potential antipsychotic agents. Substituted 7-phenylquinolizidines: stereospecific, neuroleptic, and antinociceptive properties.”, Journal of Medicinal Chemistry, Feb. 1984, pp. 165-175, vol. 27, No. 2, (XP002373516).
Jacques, J. et al., “Enantiomeric Cyclic Binaphthyl Phosphoric Acids as Resolving Agents”, Tetrahedron Letters, 1971, pp. 4617-4620, vol. 48, (XP002373514).
Periasamy M., “Novel Methods of Resolving Raemic Diol and Amino Alcohols”, Aldrichimica Acta, Aldrich Chemical Co., Milwaukee, US, 2002, pp. 89-101, vol. 35, No. 3, (XP002373517).
Tamai, Y., et al., “A Practical Method for Resolution of the Optical Isomers of 2,2′-Dihydroxy-1,1′-binaphthalene”, 1990, Synthesis, Georg Thieme Verlag, Stuttgart, De, pp. 222-223 (XP002373515).

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