Trifluoroacetic acid → HCID 178523214, Verbindung
Reaktionsgleichung
C([O:5][C:6](=[O:52])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([NH:34][C:35]([O:37][CH2:38][CH:39]2[C:51]3[CH:50]=[CH:49][CH:48]=[CH:47][C:46]=3[C:45]3[C:40]2=[CH:41][CH:42]=[CH:43][CH:44]=3)=[O:36])[C:15](=[O:33])[N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]2[C:22]2[NH:23][CH:24]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[N:26]=2)=[CH:9][CH:8]=1)(C)(C)C.FC(F)(F)C(O)=O>>[CH:50]1[C:51]2[CH:39]([CH2:38][O:37][C:35]([NH:34][CH:14]([C:15](=[O:33])[N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]3[C:22]3[NH:23][CH:24]=[C:25]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:26]=3)[CH2:13][C:10]3[CH:11]=[CH:12][C:7]([C:6]([OH:52])=[O:5])=[CH:8][CH:9]=3)=[O:36])[C:40]3[C:45](=[CH:44][CH:43]=[CH:42][CH:41]=3)[C:46]=2[CH:47]=[CH:48][CH:49]=1Komponenten
3
Versuchsvorschrift
To 670 mg of the product from step A (crude but assumed to be 0.8 mmol based on the previous reaction), cooled in an ice bath under argon, was added 3 mL of trifluroacetic acid. The resulting mixture was allowed to slowly return to room temperature and stir for 5 hours. The mixture was then partitioned between saturated NaHCO3 solution and ethyl acetate. The organic layer was separated, dried over MgSO4 and concentrated to 139 mg of a white solid (83% pure by LC). The aqueous layer was extracted twice with ethyl acetate and the combined organic layers were dried over MgSO4 and concentrated to 0.10 g of yellow oil (70% pure by LC). Obtain a total of 239 mg (0.37 mmol, 47% yield) of crude title product.