Summary
β-Fluoroaspartic acid, a new amino acid, was synthesized by a diazotization of diaminosuccinic acid in liquid hydrogen fluoride.
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Literatur
For example; T. Iwasaki, Y. Urabe, Y. Ozaki, M. Miyoshi and K. Matsumoto, J. chem. Soc.1976, 1019; and related references cited therein.
D.C. Klein, K.L. Kirk, J.L. Weller, T. Oka, A. Parfitt and I.S. Owens, Molec. Pharmac.12, 720 (1976).
J. Kollonitsch, L. Barash, F.M. Kahan and H. Kropp, Nature243, 346 (1973).
V. Tolman and K. Vereš, Colln Czech. chem. Commun.32, 4460 (1967).
H. Gershon, M.W. McNeil and E.D. Bergmann, J. med. Chem.16, 1407 (1973).
M. Hudlický, Tetrahedron Lett.1960, 21; Colln Czech. chem. Commun.26, 1414 (1961).
H. Lettré and U. Wölcke, Liebigs Ann. Chem.708, 75 (1967).
J. Kollonitsch, S. Marburg and L.M. Perkins, J. org. Chem.40, 3107, 3808 (1975); J. Kollonitsch and L. Barash, J. Am. chem. Soc.98, 5591 (1976).
U-H. Dolling, A.W. Douglas, E.J.J. Grabowski, E.F. Schoenewaldt, P. Sohar and M. Sletzinger, J. org. Chem.43, 1634 (1978).
K.L. Kirk and L.A. Cohen, J. Am. chem. Soc.95, 4619 (1973).
H. Gershon, L. Shanks and D.D. Clarke, J. pharm. Sci.67, 715 (1978).
Recently,β,β-difluoroaspartic acid was synthesized; J.J.M. Hageman, M.J. Wanner, G-J. Koomen and U.K. Pandit, J. med. Chem.20, 1677 (1977).
A.K. Bose, K.G. Das and P.T. Funke, J. org. Chem.29, 1202 (1964).
This amino acid has become a useful intermediate of 5-fluorouracil; own unpublished data.
S. Yamada, M. Taniguchi and K. Koga, Tetrahedron Lett.1969, 25.
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Synthesis of Amino Acids and Related Compounds, part 21.—Part 20: Y. Ozaki, S. Maeda, M. Miyoshi and K. Matsumoto, Synthesis, 216 (1979).
We would like to acknowledge Dr I. Chibata for his encouragement in this work.
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Matsumoto, K., Ozaki, Y., Iwasaki, T. et al. A new synthesis ofβ-fluoroaspartic acid. Experientia 35, 850–851 (1979). https://doi.org/10.1007/BF01955104
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DOI: https://doi.org/10.1007/BF01955104