[C:1](C1SC=CN=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH2:13]([O:15][C:16]([C:18]1[N:19]=[C:20]([NH:23][C:24]([C:26]2[N:27]=[C:28]([NH:31][C:32]([O:34]C(C)(C)C)=O)[S:29][CH:30]=2)=[O:25])[S:21][CH:22]=1)=[O:17])[CH3:14].C(O)(C(F)(F)F)=O.[NH:46]1C=C[CH:48]=[CH:47]1.[CH3:51][N:52]([CH:54]=O)[CH3:53]>>[CH2:13]([O:15][C:16]([C:18]1[N:19]=[C:20]([NH:23][C:24]([C:26]2[N:27]=[C:28]([NH:31][C:32]([C:51]3[N:52]([CH3:53])[CH:54]=[C:47]([NH:46][C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])[CH:48]=3)=[O:34])[S:29][CH:30]=2)=[O:25])[S:21][CH:22]=1)=[O:17])[CH3:14]The Boc thiazole dimer (40) (0.281 g, 0.71 mmol) was deprotected using 95% TFA as described in general procedure D. The resulting residue (40′) was dissolved in dry DMF (5 mL) and the Boc protected pyrrole acid (2) (0.170 g, 0.71 mmol) was added and reacted as described in general procedure B. This yielded a yellow foam 0.210 g (57%). LCMS (method 1) rt=3.57 min; m/z (ES−) 519 (M−1).
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