Synthesis and Characterization of S-Tenatoprazole

2014 
Make 5-methoxy-2-mercapto-imidazo[4,5-b]pyridine and 2-chloro-3,5-dimethyl-4-methoxy-pyridine hydrochloride as the starting materials, in alkaline conditions, use nucleophilic substitution to generate the prochiral sulfide: 2-[2-(4-methoxy-3 ,5-dimethyl-pyridine) methylmercapto]-5-methoxy-imidazo [4,5-b] pyridine. After recrystallization twice, gain the product with the yield of 80%, and the purity of 99.6% and above. Then make D-(-)-diethyl tartrate and tetraisopropyl titanate as the chiral reagents, in alkaline conditions, use cumene hydroperoxide oxide to oxidize prochiral sulfide, for synthesis of (S)-Tenatoprazole, and the results showed that when, the reaction temperature was , and reaction time was 20h, the result was the best.
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