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Synthesis of Optically Active Omeprazole by Catalysis with Vanadyl Complexes with Chiral Schiff Bases Full article

Общее Language: Английский, Genre: Full article,
Status: Published, Source type: Translated
Journal Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171
Output data Year: 2008, Volume: 57, Number: 8, Pages: 1680-1685 Pages count : 6 DOI: 10.1007/s11172-008-0221-6
Tags Asymmetric oxidation, Chiral ligands, Chiral sulfoxides, Esomeprazole, Metal complex catalysis, Omeprazole, Schiff bases, Sulfides, Vanadium complexes
Authors Koneva E.A. 1 , Khomenko T.M. 2 , Kurbakova S.Yu. 2 , Komarova N.I. 2 , Korchagina D.V. 2 , Volcho K.P. 2 , Salakhutdinov N.F. 2 , Tolstikov A.G. 3 , Tolstikov G.A. 2
Affiliations
1 Novosibirsk State University, 2 ul. Pirogova, 630090 Novosibirsk, Russian Federation
2 N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent’eva, 630090 Novosibirsk, Russian Federation
3 G. K. Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, 5 prosp. Akad. Lavrent'eva, 630090 Novosibirsk, Russian Federation

Funding (1)

1 Russian Foundation for Basic Research 06-03-32052

Abstract: 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.
Cite: Koneva E.A. , Khomenko T.M. , Kurbakova S.Y. , Komarova N.I. , Korchagina D.V. , Volcho K.P. , Salakhutdinov N.F. , Tolstikov A.G. , Tolstikov G.A.
Synthesis of Optically Active Omeprazole by Catalysis with Vanadyl Complexes with Chiral Schiff Bases
Russian Chemical Bulletin. 2008. V.57. N8. P.1680-1685. DOI: 10.1007/s11172-008-0221-6 publication_identifier_short.wos_identifier_type publication_identifier_short.scopus_identifier_type publication_identifier_short.rinz_identifier_type
ArticleLinkType.TRANSLATED_TO_ORIGINAL: Конева Е.А. , Хоменко Т.М. , Курбакова С.Ю. , Комарова Н.И. , Корчагина Д.В. , Волчо К.П. , Салахутдинов Н.Ф. , Толстиков А.Г. , Толстиков Г.А.
Получение оптически активного омепразола при катализе комплексами ванадила с хиральными основаниями Шиффа
Известия Академии наук. Серия химическая. 2008. №8. С.1648-1653. publication_identifier_short.rinz_identifier_type
Dates:
Submitted: Dec 5, 2007
Published print: Aug 1, 2008
Published online: Aug 11, 2009
Identifiers:
publication_identifier.wos_identifier_type WOS:000268881100015
publication_identifier.scopus_identifier_type 2-s2.0-68949154555
publication_identifier.rinz_identifier_type 15294191
publication_identifier.accession_number_identifier_type 2009:968910
publication_identifier.chemical_accession_number_identifier_type 152:97388
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