Abstract
New nickel- and palladium-containing catalysts for reductive N-alkylation of α-alanyl-α-proline dipeptide with ethyl 2-oxo-4-phenylbutanoate have been investigated. Based on the empirical data obtained, the optimal scheme for the catalytic synthesis of enalapril was proposed.
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A. A. Patchet, Nature, 1980, 288, 280–283.
A. A. Patchet, Br. J. Clin. Pharmac., 1984, 18, 201–207.
I. P. Beletskaya, L. M. Kustov, Russ. Chem. Rev., 2010, 79, 493–515.
V. P. Ananikov, Russ. Chem. Rev., 2014, 83, 885–887.
A. T. Soldatenkov, N. M. Kolyadina, I. V. Shendrik, Osnovy organicheskoy khimii lekarstvennykh veshchestv [Fundamentals of Organic Chemistry of Medicinal Substances], Mir, Moscow, 2003, p. 97–98 (in Russian).
M. A. Huffman, P. J. Reider, Tetrahedron Lett., 1999, 40, 831–834.
M. V. Klyuev, M. G. Abdullaev, Z. Sh. Abdullaeva, Pharm. Chem. J., 2010, 44, No. 8, 446–451.
K. N. Gusak, Zh. V. Ignatovich, E. V. Koroleva, Russ. Chem. Rev., 2015, 84, 288–309.
M. G. Abdullaev, Vestn. DGU, Ser. 1, Estestvennye nauki [Dag. State Univ. Lett., Ser. 1, Nat. Sci.], 2016, 31, No. 2, 67–73 (in Russian).
M. G. Abdullaev, Pharm. Chem. J., 2018, 52, 865–867.
H. M. Colquhoun, J. Holton, D. J. Thompson, M. V. Twigg, New Pathways for Organic Synthesis, Plenum Press, New York-London, 1984, 400 pp.
V. Slavinska, Dz. Sile, G. I. Chipens, Yu. Balodis, G. Rozenthal, K. Venteris, E. Lukevics, Chem. Heterocycl. Compnd., 2003, 39, 1579–1583.
M. J. Wyvratt, E. W. Tristram, T. J. Ikeler, N. S. Lohr, H. Joshua, J. P. Springer, B. H. Arison, A. A. Patchett, J. Org. Chem., 1984, 49, 2816–2819.
M. G. Abdullaev, Z. Sh. Abdullaeva, M. V. Klyuev, Z. G. Gebekova, Pharm. Chem. J., 2014, 48, No. 5, 343–346.
M. V. Klyuev, E. F. Vainshtein, Metallsoderzhashchie polimery — osobyy tip katalizatorov [Metal-Containing Polymers — a Special Type of Catalysts], IKhR RAN, Ivanovo, 2014, p. 58–65 (in Russian).
M. V. Klyuev, M. G. Abdullaev, Kataliticheskiy sintez aminov [Catalytic Synthesis of Amines], Izd-vo IvGU, Ivanovo, 2014, p. 130–138 (in Russian).
K. M. Saldadze, V. D. Kopylova-Valova, Kompleksoobrazuyushchie ionity, [Complexing Ion Exchangers], Khimiya, Moscow, 1980, p. 330–340 (in Russian).
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Russian Chemical Bulletin, International Edition, Vol. 69, No. 10, pp. 1923–1927, October, 2020
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1923–1927, October, 2020.
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Abdullaev, M.G. Hydrogenation N-alkylation of α-alanyl-α-proline with ethyl 2-oxo-4-phenylbutanoate on organometallic catalysts. Russ Chem Bull 69, 1923–1927 (2020). https://doi.org/10.1007/s11172-020-2979-0
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DOI: https://doi.org/10.1007/s11172-020-2979-0