CATALYTIC ASYMMETRIC SYNTHESIS OF ESOMEPRAZOLE BY A TITANIUM COMPLEX WITH A HEXA-AZA-TRIPHENOLIC MACROCYCLE LIGAND

被引:9
|
作者
Song, Weiguo [1 ,2 ]
Dong, Liangjun [2 ]
Zhou, Yuhan [2 ,3 ]
Fu, Yongqiang [2 ]
Xu, Wenfang [1 ]
机构
[1] Shandong Univ, Inst Med Chem, Sch Pharmaceut Sci, Jinan 250100, Peoples R China
[2] Shouguang Fukang Pharmaceut Co Ltd, Shouguang 262700, Peoples R China
[3] Dalian Univ Technol, Sch Pharmaceut Sci & Technol, State Key Lab Fine Chem, Dalian, Peoples R China
关键词
Asymmetric catalysis; chiral macrocycles; enantioselective sulfoxidation; esomeprazole; ACHIRAL-PHASE CHROMATOGRAPHY; PROTON-PUMP INHIBITOR; SELF-DISPROPORTIONATION; LANTHANIDE(III) COMPLEXES; ORGANIC FRAMEWORK; OXIDATION; SULFIDES; ENANTIOMERS; SULFOXIDATION; H2O2;
D O I
10.1080/00397911.2014.952307
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthesis of esomeprazole via catalytic asymmetric oxidation of 1H-benzimidazolyl pyridinylmethyl sulfide by a titanium complex with a hexa-aza-triphenolic macrocycle ligand is described. Esomeprazole was prepared with 99.6% ee, which meets the high requirement of the European Pharmacopeia on enantiomeric purity.
引用
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页码:70 / 77
页数:8
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