Stereospecific enrichment of heterocyclic enantiomers

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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07084275

ABSTRACT:
The present invention describes methods for the stereoselective synthesis of heterocyclic enantiomers. The methods of the present invention incorporate the stereo-preferred oxidation of quinolone thiomethyl intermediates by optically active camphor based oxaziridines to provide R(+) or S(−) quinolone methylsulfinyl derivatives.

REFERENCES:
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patent: 5011931 (1991-04-01), MacLean et al.
patent: 5079264 (1992-01-01), MacLean et al.
patent: 6649764 (2003-11-01), Kwiatkowski et al.
patent: WO 91/02724 (1991-03-01), None
Morita et al., “Synthesis and Absolute Configuration of the Enantiomers of 7-Fluoro-1-methyl-3-(methylsulfinyl)-4(1H)-quinolinone (Flosequinan),”Chem. Pharm. Bull., 42(10): 2157-2160 (1994).

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