Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Reexamination Certificate
2011-06-28
2011-06-28
Kosack, Joseph R (Department: 1626)
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
C564S302000
Reexamination Certificate
active
07968748
ABSTRACT:
A process for resolving a compound in racemic form comprising the following steps is described: a) reacting a compound in racemic form with a resolving agent, b) forming a diastereoisomeric complex of the resolving agent and an enantiomer of interest, c) separating the enantiomer of interest from the obtained diastereoisomer, wherein such a process is characterized in that said resolving agent is a compound of Formula (I). A diastereoisomeric complex between the resolving agent of Formula (I) and the enantiomer of interest is also described. The process according to the invention allows acid and basic racemic mixtures to be separated.
REFERENCES:
patent: 873766 (1979-05-01), None
patent: 19600034 (1997-07-01), None
patent: 0845454 (1998-06-01), None
patent: 06001757 (1994-01-01), None
patent: 08059517 (1996-03-01), None
patent: 2002030050 (2002-01-01), None
patent: 2005023055 (2005-01-01), None
Belanger et al. (J. Can. Chem. 1983, 61, 1383-1386).
Faigl et al. (Tetrahedron: Asymmetry 2008, 19, 519-536).
Karamertzanis et al. J. Phys. Chem. B 2005, 109, 17134-17150.
CAPLUS record for JP 08059517 by Fujino et al., 1996.
Machine translation of JP 08059517 by Fujino et al., translated 2010.
Database Ca [Online], Chemical Abstracts Service, Columbus, Ohio, US; Yoichi et al., “Preparation of optically active benzylamines and optical resolution of carboxylic acids using them” XP002454924, Database accession No. 2005:72783, 2005.
Cativiela, C. et al. 1994 “New Approaches to the asymmetric synthesis of α-methyphenylalanine”Tetrahedron: Assymetry5:261.
Catievela, C. et al. 1998 “Stereoselective synthesis of quaternary α-amino acids. Part 1: Acyclic compounds”Tetrahedron: Assymetry9:3517.
Catievela, C. et al. 2000 “Stereoselective synthesis of quaternary α-amino acids. Part 2: Cyclic compounds”Tetrahedron: Assymetry11:645.
Badorrey, R. et al. 2003 “Efficient resolution ofrac-2-cyano-2-methyl-3-phenylpropanoic acid. An appropriate starting material for the enantioconvergent synthesis of (S)-α-methylphenylalanine on a large laboratory scale”Tetrahedron: Asymmetry14:2201.
Bassin, J.P. et al. 1993 “Cyclisation of diaryl compounds with chlorosulfonic acid”Phosphorus, Sulfur and Silicon78:55.
Beaulieu, P.L. et al. 2005 “Synthesis of (1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid vinyl-ACCA) derivatives: Key intermediates for the preparation of inhibitors of the hepatitis C virus NS3 protease”J Org Chem70:5869.
Goudreau, N. et al. 2004 “NMR structural characterization of peptide inhibitors bound to the hepatitis C virus NS3 protease: Design of a new P2 substituent”J Med Chem47:123.
Kinbara, K. et al. 1996 “Design of resolving reagents:p-substituted mandelic acids as resolving reagents for 1-arylalkyamines”Tetrahedron: Asymmetry7:1539.
Kolasa, T and Miller, M.J. 1986 “A simple method for distinguishing optical isomers of chiral amines, hydroxylamines, amino acids and peptides”J Org Chem51:3055.
Napolitano, E and Farina, V. 2001 “Crystallization-induced asymmetric transformations and self-regeneration of stereocenters (SROSC): enantiospecific synthesis of α-benzylalanine and hydantoins BIRT-377”Tetrahedron: Asymmetry42:3231.
Quinkert, G. et al. 1982 “Asymmetric total synthesis of 19-nor-steroids via a photochemical key reaction: enantiometrically pure target compounds”Liebigs Ann Chem11: 1999.
Schanz, H.-J. et al. 2003 “Improved resolution methods for (R,R)- and (S,S)-cyclohexane-1,2-diamine and (R)- and (S)-Binol”Tetrahedron: Asymmetry14:2763.
Yee, N.K. et al. 2003 “Practical synthesis of a cell adhesion inhibitor by self-regeneration of stereocenters”Tetrahedron: Asymmetry14:3495.
Bechini Chiara
Brunetto Gabriella
Fiaschi Rita
Napolitano Elio
Abiogen Pharma S.p.A.
Coughlin Matthew P
Knobbe Martens Olson & Bear LLP
Kosack Joseph R
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