Liu, Hui; Gu, Zheng; Tian, Yuan; Jiang, Guofang published an article in 2015, the title of the article was Chiral metalloporphyrin-catalyzed industrial synthesis of sodium esomeprazole.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole And the article contains the following content:
Sodium esomeprazole is a kind of excellent proton pump inhibitor, used as an effective drug for peptic ulcer disease. A new industrialized synthetic technol. of sodium esomeprazole catalyzed by chiral metalloporphyrin was reported. The target product was approved by 1H NMR, MS and polarimetry. The effect of reaction time, reaction temperature, and molar ratio of catalyst and solvent were investigated. The results show that sodium esomeprazole can be obtained with high yield from oxidation by oxygen in the NaOH solution and ufiprazole, synthesized by the addition reaction between 2-chloro-3,5-dimethyl-4-methoxypyridine hydrochloride and 5-methoxy-2-mercaptobenzimidazole in the combination of 20% NaOH and TBAB. Synthesis of esomeprazole sodium used by ufiprazole has the highest yield and enantioselectivity when reaction time is 3.0 h, the solvent is toluene, the reaction temperature is 80掳C and the ratio of omeprazole sulfide and chiral metal porphyrin is 1: (3.7 脳 10-5). The total industrial yield is 60% and the enantioselectivity is 98.9%. The experimental process involved the reaction of 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole(cas: 73590-85-9).Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole
The Article related to sodium esomeprazole chiral metalloporphyrin catalytic oxidation, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Name: 5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridyl)methyl]thio]benzimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem