Imidazolidinone derivative, method of producing the same and...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C548S316400, C548S322500

Reexamination Certificate

active

07947722

ABSTRACT:
The objective of the present invention is to provide an optically active imidazolidinone derivative widely usable for synthesizing an optically active amino acid, a method of easily producing the derivative, and a method of easily producing an optically active amino acid by using the derivative. The objective can be achieved by producing an optically active amino acid using a novel optically active imidazolidinone derivative represented by a general formula (3) and the like. According to the method of the present invention, an optically active imidazolidinone derivative can be obtained by preferential crystallization from a mixture of isomers of the imidazolidinone derivative. Therefore, an optically active amino acid can be easily and stereoselectively produced without cumbersome procedures required for the conventional methods, such as resolution of diastereomers, synthesis from an optically active amino acid and resolution of isomers by silica gel column chromatography.

REFERENCES:
patent: 4280008 (1981-07-01), Schoellkopf et al.
patent: 4772694 (1988-09-01), Cooper
patent: 53-79866 (1978-07-01), None
patent: 63-35571 (1988-02-01), None
International Search Report dated Jun. 19, 2007 in the International (PCT) Application PCT/JP2007/059826 of which the present application is the U.S. National Stage.
Robert Fitzi et al., “Enantiomer Separation of (R,S)-2-(tert-Butyl)-3-methyl-4-imidazolidinone, a Chiral Building Block for Amino Acid Synthesis”, Angew. Chem. Int. Ed., vol. 25, No. 4, pp. 345-346, 1986.
Dieter Seebach et al., “The Chiral Glycine Enolate Derivative from 1-Benzoyl-2-(tert-butyl)-3-methyl-1,3-imidazolidin-4-one is Alkylated in the 5-Position with Relative Topicitylk”, Helvetica Chimica Acta, vol. 68, pp. 949-952, 1985.
Dieter Seebach et al., “EPC Synthesis with C,C Bond Formation via Acetals and Enamines”, Modern Synthetic Methods, vol. 4, pp. 128-259, 1986.
Eusebio Juaristi et al., “Highly Diastereoselective Alkylation of 1-Benzoyl-2-alkyl-3-(1′-methylbenzyl) imidazolidin-4-ones”, J. Org. Chem., vol. 60, pp. 6408-6415, 1995.
Karel M. J. Brands, et al., “Crystallization-Induced Diastereomer Transformations”, Chemical Review, vol. 106, pp. 2711-2733, 2006.
Elmar Pfammatter et al., “Preparation of (R)- and (S)-2-Alkyl-2-amino-3-(methylamino)propanoic and Other 2,3-Diaminoalkanoic Acid Derivatives from a Chiral Imidazoline”, Liebigs Annalen der Chemie, No. 12, pp. 1323-1336, 1991.
Form PCT/IB/338 together with International Preliminary Report on Patentability and translation of PCT Written Opinion dated Feb. 12, 2009 for International (PCT) Application No. PCT/JP2007/059826 of which the present application is the U.S. National Stage.
European Search Report issued Aug. 23, 2010 in corresponding European Application No. 07743261.
Fitzi, R. et al., “Resolution and use in alpha-amino acid synthesis of imidazolidinone glycine derivatives”, Tetrahedron, vol. 44, No. 17, pp. 5277-5292, 1988.

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