Chemistry: analytical and immunological testing – Nitrogen containing – Amine and quaternary ammonium
Reexamination Certificate
2004-02-06
2010-06-15
Soderquist, Arlen (Department: 1797)
Chemistry: analytical and immunological testing
Nitrogen containing
Amine and quaternary ammonium
C436S112000, C436S131000, C436S164000, C436S166000, C436S171000
Reexamination Certificate
active
07736902
ABSTRACT:
The present invention provides a simple, highly sensitive, and highly precise method for determining the absolute configuration of a chiral compound such as a diamine or an amino alcohol.The present invention is directed to a method for determining the absolute configuration of an asymmetric carbon of a chiral compound on the basis of the sign of the Cotton effect by analyzing a solution containing the chiral compound and a porphyrin dimer by circular dichroism spectroscopy.
REFERENCES:
patent: 5493017 (1996-02-01), Therien et al.
patent: 5756723 (1998-05-01), Therien et al.
patent: 7354771 (2008-04-01), Inoue et al.
patent: 2003/0008406 (2003-01-01), Inoue et al.
patent: 2005/0107604 (2005-05-01), Inoue et al.
patent: 2006/0148091 (2006-07-01), Inoue et al.
patent: 2-237939 (1990-09-01), None
patent: 6-58881 (1994-03-01), None
patent: 9-255682 (1997-09-01), None
patent: 11-2606 (1999-01-01), None
patent: 11-237375 (1999-08-01), None
patent: 2001-220392 (2001-08-01), None
patent: 2003-207444 (2003-07-01), None
patent: 2003-247933 (2003-09-01), None
patent: WO 01/40774 (2001-06-01), None
Kuroda, Y. et al, Journal of the American Chemical Society 1995, 117, 10950-10958.
Furusho, Y. et al, Journal of the American Chemical Society 1997, 119, 5267-5268.
Huang, X. et al, Chirality 2000, 12, 237-255.
J. L. et al, Journal of the American Chemical Society 1987, 110, 3659-3661.
Ohno, O. et al, Journal of Physical Chemistry 1987, 91, 4269-4273.
Mizutani, T. et al, Inorganic Chemistry 1993, 32, 2072-2077.
Johnson, D. G. et al, Journal of the American Chemical Society 1993, 115, 5692-5701.
Mizutani, T. et al, Inorganic Chemistry 1994, 33, 3558-3566.
Ema, T. et al, Tetrahedron Letters 1995, 36, 5905-5908.
Matile, S. et al, Journal of the American Chemical Society 1996, 118, 5198-5206.
Flores, V. et al, Tetrahedron Letters 1996, 8633-8636.
Jensen, K. K. et al, Journal of Physical Chemistry A 1997, 101, 2218-2220.
Tamiaki, H. et al, Tetrahedron Letters 1997, 38, 4239-4242.
Mizutani, T. et al, Journal of the American Chemical Society 1997, 119, 8991-9001.
Ogoshi, H. et al, Accounts of Chemical Research 1998, 31, 81-89.
Rickman, B. H. et al, Tetrahedron 1998, 54, 5041-5064.
Yang, S. I. et al, Journal of Physical Chemistry B 1998, 102, 9426-9436.
Kilsa, K. et al, Journal of Physical Chemistry B 1999, 103, 7329-7339.
Koehorst, R. B. M. et al, Journal of Physical Chemistry B 2000, 104, 2371-2377.
Yoshida, N. et al, Tetrahedron Letters 2000, 41, 9287-9291.
Cho, H. S. et al, Journal of Physical Chemistry A 2001, 105, 4200-4210.
Aratani, N. et al, Organic Letters 2001, 3, 4213-4216.
Yang, R. et al, Analytical Chemistry 2002, 74, 1088-1096.
Berova et al., Exciton Chirality Method: Principles and Applications, 1994, 12, pp. 337-398.
University Science Books, Mill Valley, 1983, pp. 4-9.
Xuefei Huang, et al. Zinc Porphyrin Tweezer in Host-Guest Complexation: Determination of Absolute Configurations of Diamines, Amino Acids, and Amino Alcohols by Circular Dichroism, Journal American Chemical Society, 1998, 120, pp. 6185-6186.
Masayuki Takeuchi, et al. Molecular Design of Highly Selective and Sensitive “Sugar Tweezers” from Boronic Acid-Appended μ-Oxo-bis[porphinatoiron(III)]s, Bulletin of Chemical Society of Japan, 71, pp. 1117-1123, (1998).
Victor V. Borovkov, et al., “Synthesis of Zn-, Mn-, and Fe-Containing Mono- and Heterometallated Ethanediyl-Bridged Porphyrin Dimers”, Helvetica Chimica Acta— vol. 82 (1999), pp. 919-934.
Victor V. Borovkov, et al., “Efficient Synthesis of Unsymmetrical Transition Metalloporphyrin Dimers under Mild Conditions”, SYNLETT, pp. 768-770, (1998).
Rickman et al., A Two-Step Chemical/Chiroptical Method for Determining Absolute Configurations of α-Hydroxy Acids, Tetrahedron, 1998, 54, pp. 5041-5064.
Hayashi et al., Molecular Recognition of α, ω-Diamines by Metalloporphyrin Dimer, Tetrahedron Letters, vol. 38, No. 9, 1997, pp. 1603-1606.
Hai-Yang Liu et al.a, Chiral linear assembly of amino acid bridged dimeric porphyrin hosts, Chem. Commun., 1997, pp. 1575-1576.
Takeuchi et al., Sugar-boronic acid interactions in the formation of novel chiral porphyrin dimers with various porphyrin-porphyrin angles, Chem. Commun., 1996, pp. 1867-1868.
Borovkov et al., Temperature Effect on Supramolecular Chirality Induction in Bis (zinc porphyrin)J. Am. Chem. Soc., 2000, 122, (18), pp. 4403-4407.
Sugiura et al., Interactions of Two Porphyrin Rings: Metal-Induced Structural Change of 5,5′-Ethylenebis (porphyrin), Bull. Chem. Soc. Jap., 1997, 70(5), pp. 1115-1123.
Higuchi et al., Synthesis and Properties of Tris (octaethylporphyrin)s Connected with Vinylene Groups, Bull. Chem. Soc. Jap., 1997, 70(8), pp. 1923-1933.
Borovkov et al., Supramolecular Chirality Induction in Bis (Zinc Porphyrin) by Amino Acid Derivatives: Rationalization and Applications of the Ligand Bulkiness Effect, Chirality, 2001, 13(6), pp. 329-335.
Borovkov et al., Supramolecular Chirogenesis in Zinc Porphyrins: Mechanism, Role of Guest Structure, and Application for the Absolute Configeration Determination, Journal of the American Chemical Society, 2001, 123(13), pp. 2979-2989.
Borovkov et al., Elucidation of the Mechanism of Superamolecular Chirality Inversion in Bis(zinc porphyrin) by Dynamic Approach Using CD and 1H NMR Spectroscopy, Journal of Physical Chemistry A, 2000, 104(40), pp. 9213-9219.
Higuchi et al., Synthesis and Structural and Electronic Properties of the Mixed Complexes of Vinylene-Bridged Bis- and Tris(octaethylporphyrin)s with Ni(II), Pd(II), and Pt(II) Ions, Bulletin of the Chemical Society of Japan, 2000, 73(5), pp. 1259-1275.
Borovkov et al., Supramolecular Chirogenesis in Bis(zinc porphyrin): An Absolute Configuration Probe Highly Sensitive to Guest Structure, Organic Letters, 2000, 2(11), pp. 1565-1568.
Higuchi et al., Synthesis and Electronic Properties of d8Transition-Metal Complexes of vinylene-Bridged Bis- and Tris(octaethylporphyrin)s, Bulletin of the Chemical Society of Japan, 1999, 72(8), pp. 1887-1898.
Borovkov Victor V.
Hembury Guy A.
Inoue Yoshihisa
Japan Science and Technology Agency
Soderquist Arlen
Westerman Hattori Daniels & Adrian LLP
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