Method of fluorination

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

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Reexamination Certificate

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07968751

ABSTRACT:
A method of fluorination comprising reacting monosaccharides, oligosaccharides, polysaccharides, composite saccharides formed by bonding of these saccharides with proteins and lipids and saccharides having polyalcohols, aldehydes, ketones and acids of the polyalcohols, and derivatives and condensates of these compounds with a fluorinating agent represented by general formula (I) thermally or under irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region. In accordance with the method, the fluorination at a selected position can be conducted safely at a temperature in the range of 150 to 200° C. where the reaction is difficult in accordance with conventional methods. The above method comprising the irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region can be applied to substrates other than saccharides. When a complex compound comprising HF and a base is reacted under irradiation with microwave, fluorination at a specific position which is difficult in accordance with conventional methods proceeds highly selectively, efficiently in a short time and safely.

REFERENCES:
patent: 3101357 (1963-08-01), Bowers
patent: 6179970 (2001-01-01), Coe et al.
patent: 7019173 (2006-03-01), Hidaka et al.
patent: 7307185 (2007-12-01), Hara et al.
patent: 7351863 (2008-04-01), Hara et al.
patent: 2008/0319228 (2008-12-01), Hara et al.
patent: 1172369 (2002-01-01), None
patent: 2003-064034 (2003-03-01), None
patent: WO 97/41083 (1997-11-01), None
patent: WO 00/58240 (2000-10-01), None
patent: WO 01/02320 (2001-01-01), None
U.S. Appl. No. 10/591,698, filed Sep. 2006, S. Hara.
Journal of Fluorine Chemistry,vol. 23, Sep. 3, 1983, ISSN 0021139, pp. 219-228.
Tetrahedron Letters,vol. 27, No. 3, pp. 279-282, 1986.
The Chemical Society of Japan,“Shin Jikken Kagaku Koza 14 Yuki Kagobutsu No. Gosei to Han'no [1]”, (publisher Maruzen Co., Ltd.), 1977, pp. 308-331.
Dmowski, et al., “Dialkyl alpha, alpha-difluorobenzylamines and dialkyl(trifluoromethyl)-amines-Novel Fluorinating Reagents”,Journal of Fluorine Chemistry(1983) vol. 23, pp. 219-228.
Chirakal, et al., “Base-mediated Decomposition of a Mannose Triflate During the Synthesis of 2-Deoxy-2-18F-fluoro-D-glucose”,Applied radiation and isotopes(1995) vol. 46, No. 3, pp. 149-155.
Dmowski, et al., “Reactions of N,N-dialkylbenzamides with Sulfur Tetrafluoride, Formation of Dialkyl-alpha,alpha-Difluorobenzylamines”,Polish Journal of Chemistry(1982) vol. 56, pp. 1369-1378.
Supplementary European Search Report for Application No. EP 03 77 5984, dated Mar. 5, 2008.
Y. Takahashi, et al., “Total Synthesis of Cyclomaltohexaose”,Carbohydrate Research,vol. 164 (1987), pp. 277-296.
U.S. Office Action mailed Apr. 29, 2010, for U.S. Appl. No. 12/068,500.
P. S. Johnström, et al., “Strategies for reducing Isotopic Dilution in the Synthesis of18F-labeled Polyfluorinated Ethyl Groups”,Appl. Radiat. Isot.,vol. 47, No. 4., 1996, pp. 401-407.
S. A. Stone-Elander, et al., “A Single-Mode Microwave Cavity for Reducing Radiolabelling Reaction Times, Demonstrated by Alkylations with [11C]Alkyl Halides”,Journal of Labelled Compounds and Radiopharmaceuticals,vol. XXXIV, No. 10, May 1994, pp. 949-960.
Extended European Search Report dated Aug. 6, 2010, which includes a Supplementary European Search Report and an European Search Opinion, for EP Application No. 08156222.5-2101/2189467.
T. Inagaki, et al., “Effective fluorination Reaction with Et3N•3HF Under Microwave Irradiation”,Synthesis,2003, No. 8, pp. 1157-1159.

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