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
  • [31] The catalysis and asymmetric induction of chiral reverse micelle: Synthesis of optically active α-amino acids
    Department of Chemistry, Hangzhou University, Hangzhou, 310028, China
    SYNTH. COMMUN., 23 (4173-4179):
  • [32] Synthesis, spectroscopic characterization, fluorescence properties of new silver(I) complexes with optically active Schiff bases and their application in thin layers deposition
    Barwiolek, Magdalena
    Sawicka, Julia
    Babinska, Magdalena
    Wojtczak, Andrzej
    Surdykowski, Andrzej
    Szczesny, Robert
    Szlyk, Edward
    POLYHEDRON, 2017, 135 : 153 - 160
  • [33] Chiral Oxazolidine Complexes Derived from Phenolic Schiff Bases
    Mayans, Julia
    Gomez, Daniel
    Font-Bardia, Merce
    Escuer, Albert
    CRYSTAL GROWTH & DESIGN, 2020, 20 (06) : 4176 - 4184
  • [34] Optically active phospholes: Synthesis and use as chiral precursors for phosphinidene and phosphaferrocene complexes
    Sava, X
    Marinetti, A
    Ricard, L
    Mathey, F
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2002, (07) : 1657 - 1665
  • [35] 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
  • [36] Synthesis of uranium(IV) complexes of Schiff bases
    Shashidhara, GM
    Goudar, TR
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2001, 78 (07) : 360 - 361
  • [37] Synthesis of unusual rhenium complexes with Schiff bases
    Kim, JY
    Ji, YJ
    Ha, HJ
    Chae, HK
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2003, 24 (04) : 504 - 506
  • [38] X-RAY CRYSTALLOGRAPHIC STUDIES OF SOME VANADYL COMPLEXES OF SCHIFF-BASES
    DODWAD, SS
    KULKARNI, DK
    POLYHEDRON, 1989, 8 (13-14) : 1790 - 1791
  • [39] TiIV Complexes of Redox- Active Schiff Bases
    Donzelli, Alberto
    Potvin, Pierre G.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2012, (04) : 741 - 750
  • [40] Structural studies of vanadyl(II), cobalt(II) and nickel(II) complexes of Schiff bases
    Kolwalkar, SD
    Mehta, BH
    ASIAN JOURNAL OF CHEMISTRY, 1996, 8 (03) : 406 - 410