[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[N-]=C=O.[CH2:22]([O:29][C:30]1[CH:35]=[C:34]([I:36])[CH:33]=[CH:32][C:31]=1[N:37]1[S:41](=[O:43])(=[O:42])[N:40](CC[Si](C)(C)C)[C:39](=[O:50])[CH2:38]1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1COCC1>[CH2:22]([O:29][C:30]1[CH:35]=[C:34]([I:36])[CH:33]=[CH:32][C:31]=1[N:37]1[S:41](=[O:43])(=[O:42])[NH:40][C:39](=[O:50])[CH2:38]1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1Tetrabutylammonium fluoride (1.0M in THF, 15 mL) is added to a solution of PS-isocyanate resin (3.5 g) in THF. The mixture is stirred at RT for 2 h. The resin is filtered off and the filtrate is added to a solution of 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-2-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-3-one (5.0 g, 9.18 mmol) in THF. The reaction is stirred at 50° C. for 18 h. The mixture is cooled and concentrated. The residue is partitioned between EtOAc and water and the organic layer is washed with 1N HCl (5×50 mL) and brine. The organic layer is dried over Na2SO4 and concentrated. The residue is purified by reverse phase chromatography using a 10-60% gradient of EtOH/water as eluent to afford the title compound as a light yellow solid: (M−1)−=442.
불러오는 중…
