Asymmetric process for the preparation of...

Details Asymmetric process for the preparation of... Asymmetric process for the preparation of...

2005-11-22

2008-09-09

Tucker, Zachary C (Department: 1624)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C549S441000, C564S096000, C564S097000, C564S164000, C564S167000

Reexamination Certificate

active

07423154

ABSTRACT:
An asymmetric synthesis of diarylmethylpiperazines is described. The synthetic route enables preparation of a variety of enatiomerically pure amines with different N-alkyl groups. The invention includes an asymmetric addition of organometallic compounds to chiral sulfinimine to give adducts in predominantly one diastereomer can subsequently be transferred into pure enantiomers of by cleavage of the chiral auxilliary which is followed by synthesis of the piperazine ring by alkylation procedures.

REFERENCES:
patent: WO 93/15062 (1993-08-01), None
patent: WO 95/04051 (1995-02-01), None
patent: WO 97/23466 (1997-07-01), None
patent: WO 01/45637 (2001-06-01), None
patent: WO 01/74805 (2001-10-01), None
Delorme et al., “Asymmetric Synthesis of Diarylmethylamines: Preparation of Selective Opioid Delta-Receptor Ligands,” Tetrahedron: Asymmetry, vol. 9, pp. 3963-3966 (1998).

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