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

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

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 2008, Volume: 57, Number: 8, Pages: 1680-1685 Pages count : DOI: 10.1007/s11172-008-0221-6

Tags

esomeprazole; omeprazole; asymmetric oxidation; sulfides; chiral sulfoxides; chiral ligands; Schiff bases; vanadium complexes; metal complex catalysis

Authors

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.

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Inst Organ Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia
3	(Данные Web of science) Russian Acad Sci, Siberian Branch, GK Boreskov Inst Catalysis, Novosibirsk 630090, Russia

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.

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 WOS Scopus РИНЦ

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.(RUSS CHEM B+). 2008. №8. С.1648-1653. РИНЦ

Published print:	Aug 1, 2008
Published online:	Aug 11, 2009

Web of science	WOS:000268881100015
Scopus	2-s2.0-68949154555
Elibrary	15294191
OpenAlex	W1992840503