合成路线1

Sharpless asymmetric epoxidation of β-methylallyl alcohol (XII) with cumene hydroperoxide (CMNOOH) in the presence of (i-PrO)4Ti and (+)-DET in toluene gives 2(S)-methylglycidyl alcohol (XIII), which by condensation with 4-bromophenol (XIV) by means of NaOH yields 3-(4-bromophenoxy)-2(R)-methylpropane-1,2-diol (XV). Buchwald-Hartwig coupling of aryl bromide (XV) with 4-[4-(trifluoromethoxy) phenoxy]piperidine (XVI) in the presence of Pd2(dba)3, t-BuONa and t-Bu XPhos in toluene affords adduct (XVII). Activation of the primary hydroxyl group in diol (XVII) with MsCl and Et3N in EtOAc followed by cyclization of the resulting hydroxy mesylate (XVIII) by means of K2CO3 in MeOH generates oxirane (XIX). Finally, epoxide (XIX) is condensed with 2-chloro-4-nitroimidazole (V) in the presence of NaOAc in t-BuOAc at 100 °C .