ClC(Cl)(O[C:5](=[O:11])OC(Cl)(Cl)Cl)Cl.[C:13]([O:17][C:18](=[O:36])[CH2:19][C@H:20]([NH:29][CH2:30][CH:31](OC)OC)[C:21]1[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)([CH3:16])([CH3:15])[CH3:14].C(N(CC)CC)C.[N:44]1[C:49]2[NH:50][CH2:51][CH2:52][CH2:53][CH2:54][C:48]=2[CH:47]=[CH:46][C:45]=1[CH2:55][CH2:56][CH2:57][NH2:58].OS(O)(=O)=O>C1COCC1>[C:13]([O:17][C:18](=[O:36])[CH2:19][C@@H:20]([C:21]1[CH:22]=[N:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)[N:29]1[CH:30]=[CH:31][N:58]([CH2:57][CH2:56][CH2:55][C:45]2[CH:46]=[CH:47][C:48]3[CH2:54][CH2:53][CH2:52][CH2:51][NH:50][C:49]=3[N:44]=2)[C:5]1=[O:11])([CH3:14])([CH3:15])[CH3:16]To a solution of triphosgene (0.246 g, 0.804 mmol) in THF (5 mL) at 0° C. was added a mixture of 1-6 (0.78 g, 2.29 mmol), triethylamine (0.36 mL, 3.09 mmol) and THF (1 mL) over 10 minutes. After 30 minutes, the reaction was allowed to warm to ambient temperature and stir for 1 hour. The mixture was then purged with argon for 30 minutes, and to it was added a mixture of 3-6 (0.435 g, 2.52 mmol), triethylamine (0.36 mL, 3.09 mmol) and THF (5 mL). The mixture was then heated at 0° C. for 2 hours, allowed to cool to ambient temperature. 2M H2SO4 (2.5 mL) was then added, and the mixture stirred for 15 hours. The reaction was then quenched with a 10% w/v solution of K2CO3 (10 mL), diluted with ethyl acetate, washed with water and brine, dried over MgSO4, and concentrated to give 850 mg of 3-7 as a yellow oil, used crude in the next step.
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