Synthesis of optically active omeprazole by catalysis with vanadyl complexes with chiral Schiff bases

被引：0
|
作者：
E. A. Koneva
T. M. Khomenko
S. Yu. Kurbakova
N. I. Komarova
D. V. Korchagina
K. P. Volcho
N. F. Salakhutdinov
A. G. Tolstikov
G. A. Tolstikov
机构：
[1] Novosibirsk State University,N. N. Vorozhtsov Institute of Organic Chemistry
[2] Siberian Branch of the Russian Academy of Sciences,G. K. Boreskov Institute of Catalysis
[3] Siberian Branch of the Russian Academy of Sciences,undefined
来源：
Russian Chemical Bulletin | 2008年 / 57卷
关键词：
esomeprazole; omeprazole; asymmetric oxidation; sulfides; chiral sulfoxides; chiral ligands; Schiff bases; vanadium complexes; metal complex catalysis;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A new method for the preparation of optically active omeprazole, consisting in asymmetric oxidation of the corresponding sulfide with the use of vanadyl complexes with chiral Schiff bases as the catalysts has been elaborated. The best results of the oxidation were achieved by the use of the combination VO(acac)2—2-[{(1S,2S,3R,5S)-3-hydroxymethyl-2,6,6-trimethyl-bicyclo[3.1.1]hept-2-ylimino}methyl]phenol—N-ethyl-N,N-diisopropylamine.
引用
收藏
页码：1680 / 1685
页数：5
相关论文
共 50 条
  • [1] Synthesis of optically active omeprazole by catalysis with vanadyl complexes with chiral Schiff bases
    Koneva, E. A.
    Khomenko, T. M.
    Kurbakova, S. Yu.
    Komarova, N. I.
    Korchagina, D. V.
    Volcho, K. P.
    Salakhutdinov, N. F.
    Tolstikov, A. G.
    Tolstikov, G. A.
    RUSSIAN CHEMICAL BULLETIN, 2008, 57 (08) : 1680 - 1685
  • [2] Synthesis and spectral characterization of ternary mixed-vanadyl β-diketonate complexes with Schiff bases
    Baranwal, Balram Prasad
    Tripathi, Kiran
    Singh, Alok Kumar
    Tripathi, Saurabh
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2012, 91 : 365 - 369
  • [3] NMR Studies of Optically Active Schiff Bases
    Rozwadowski, Z.
    ANNUAL REPORTS ON NMR SPECTROSCOPY, VOL 74, 2011, 74 : 125 - 180
  • [4] Chiral copper(II) complexes of optically active Schiff bases: syntheses, crystal structure and asymmetric oxidation of methyl phenyl sulfide with hydrogen peroxide
    Zhu, HB
    Dai, ZY
    Huang, W
    Cui, K
    Gou, SH
    Zhu, CJ
    POLYHEDRON, 2004, 23 (07) : 1131 - 1137
  • [5] Synthesis, spectroscopic characterization and catalytic activity ofcis-dioxidomolybdenum (VI) complexes with chiral tetradentate Schiff bases
    Karman, Marta
    Romanowski, Grzegorz
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (12)
  • [6] Synthesis of New Chiral Schiff Bases from (+)-2-Carene
    Koneva, E. A.
    Korchagina, D. V.
    Genaev, A. M.
    Volcho, K. P.
    Salakhutdinov, N. F.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (01) : 32 - 39
  • [7] Chiral recognition of the Schiff bases by NMR spectroscopy in the presence of a chiral dirhodium complex.: Deuterium isotope effect on 13C chemical shift of the optically active Schiff bases and their dirhodium adducts
    Rozwadowski, Z.
    MAGNETIC RESONANCE IN CHEMISTRY, 2007, 45 (07) : 605 - 610
  • [8] TiIV Complexes of Redox- Active Schiff Bases
    Donzelli, Alberto
    Potvin, Pierre G.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (04) : 741 - 750
  • [9] Equilibrium studies of the axial addition of chiral bases to chiral metal Schiff base complexes
    Schuhmann, K
    Jäger, EG
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 1998, (12) : 2051 - 2054
  • [10] Oxidovanadium(V) complexes with chiral tetradentate Schiff bases: Synthesis, spectroscopic characterization, catalytic and biological activity
    Romanowski, Grzegorz
    Budka, Justyna
    Inkielewicz-Stepniak, Iwona
    JOURNAL OF MOLECULAR STRUCTURE, 2024, 1306
12345