【药物名称】PA-824
化学结构式(Chemical Structure):
参考文献No.32309
标题:Nitroimidazole antibacterial cpds. and methods of use thereof
作者:Baker, W.R.; Shaopei, C.; Keeler, E.L. (PathoGenesis Corp.)
来源:EP 0866793; JP 1999508270; WO 9701562
合成路线图解说明:

Condensation of 2,4-dinitroimidazole (I) with the silyl-protected (S)-glycidol (II) gave the N-substituted imidazole (III). The free hydroxyl group of (III) was then protected as the tetrahydropyranyl ether (IV) by treatment with dihydropyran and pyridinium tosylate. Desilylation of (IV) by means of tetrabutylammonium fluoride proceeded with concomitant nitro group displacement to afford the pyranoimidazole derivative (V). The tetrahydropyranyl group of (V) was then removed by acidic hydrolysis to provide alcohol (VI). Finally, condensation of (VI) with 4-(trifluoromethoxy)benzyl bromide (VII) under Williamson's ether synthesis conditions provided the title compound.

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