Asymmetric process for the preparation of...

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrogen attached directly or indirectly to the purine ring...

Reexamination Certificate

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C544S363000, C544S364000, C544S366000, C544S368000, C544S370000, C544S396000

Reexamination Certificate

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07045625

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 9723466 (1997-07-01), None
patent: WO 0145637 (2001-06-01), None
patent: WO 0174805 (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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