Process for the production of chiral propionic acid derivatives

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

Reexamination Certificate

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Reexamination Certificate

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11811071

ABSTRACT:
The present invention is concerned with a novel process for the preparation of compounds of formula Icomprising catalytic asymmetric hydrogenation of a compound of formula (II)in the presence of a catalyst comprising ruthenium and a chiral diphosphine ligand or comprising rhodium and a chiral diphosphine ligand, wherein R1, R2, R3and R4are as defined in the specification and claims. The compounds of formula I and the corresponding salts and/or esters are pharmaceutically active substances.

REFERENCES:
patent: 6969725 (2005-11-01), Binggeli et al.
patent: WO 00/66572 (2000-11-01), None
patent: WO 02/092084 (2002-11-01), None
Schmidt, U., et al., Synthesis and Enantioselective Hydrogenation of alpha-Acyloxyacrylates, Synthesis, Georg Thieme Verlag Stuttgart, DE, vol. 13, 1994, pp. 1138-1140, XP001204845.
Burk, M.J., et al, Rh-DuPHOS-Catalzed Enantioselective Hydrogenation of Enol Esters, Application to the Synthesis of Highly Enantioenriched alpha-Hydroxy Esters and 1,2-Diols, Journal of the American Chemical Society, American Chemical Society, Washington, DC, US, vol. 120, No. 18, 1998, pp. 4345-4353, XP002315073.

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