-药物合成数据库

【药物名称】

化学结构式(Chemical Structure):

参考文献No.	49253
标题:	Compounds
作者:	Shue, Y.-K.; K黨ler, T.; Abedi, J.; Carcanague, D.; Wuonola, M. (Pharmacia AB)
来源:	WO 0134573

合成路线图解说明: Diazotization of 3-amino-2-methylbenzoic acid (I), followed by coupling with methyl thioglycolate leads to thioether (II). Selective reduction of the carboxyl group of (II) with borane in THF yields the benzyl alcohol (III), which is chlorinated to (IV) employing SOCl2. Condensation of benzyl chloride (IV) with 2 mercaptobenzimidazole (V) under alkaline conditions furnishes adduct (VI). The ester group of (VI) is then reduced to alcohol (VII) with LiAlH4 in THF. Finally, coupling of alcohol (VII) with phenyl isocyanate provides the target carbamate compound.

参考文献No.	691257
标题:	Novel structures derived from 2-[[(2-pyridyl)methyl]thio]-1H-benzimidazole as anti-Helicobacter pylori agents, part 2
作者:	Carcanague, D.; Shue, Y.-K.; Wuonola, M.A.; Uria-Nickelsen, M.; Joubran, C.; Abedi, J.K.; Jones, J.; K黨ler, T.C.
来源:	J Med Chem 2002,45(19),4300

合成路线图解说明: Diazotization of 3-amino-2-methylbenzoic acid (I), followed by coupling with methyl thioglycolate leads to thioether (II). Selective reduction of the carboxyl group of (II) with borane in THF yields the benzyl alcohol (III), which is chlorinated to (IV) employing SOCl2. Condensation of benzyl chloride (IV) with 2 mercaptobenzimidazole (V) under alkaline conditions furnishes adduct (VI). The ester group of (VI) is then reduced to alcohol (VII) with LiAlH4 in THF. Finally, coupling of alcohol (VII) with phenyl isocyanate provides the target carbamate compound.