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
|
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.