Synthesis of Antiulcerative Drug Tenatoprazole
An improved synthetic approach of tenatoprazole, an antiulcerative drug, is reported. The first step in this synthesis involves the coupling of 2-mercapto-5-methoxyimidazo[4,5-b]pyridine with 2-chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride to afford sulfide 4, and the subsequent step of oxidation using substoichiomitric amount of hydrogen peroxide to give sulfoxide 1 quantitatively. The overall yield is around 80% for both two-step synthesis. The progress in this process is no purification process and affords the target compound with 99% purity by HPLC.
Zhong Cao, Lixian Sun, Xueqiang Cao, Yinghe He
F. Yan et al., "Synthesis of Antiulcerative Drug Tenatoprazole", Advanced Materials Research, Vols. 233-235, pp. 160-164, 2011