Hydrochloric Acid → HCID 178513013, compound
Reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH2:5][C:6]1[CH:29]=[CH:28][C:9]([C:10]([NH:12][CH2:13][C@H:14]([NH:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])[C:15]([OH:17])=[O:16])=[O:11])=[CH:8][CH:7]=1.Cl.CC[N:33]([CH:37](C)C)C(C)C.C[N:41](C=O)C>>[NH:1]([CH2:2][CH2:3][O:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([C:10]([NH:12][CH2:13][C@H:14]([NH:18][S:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)(=[O:21])=[O:20])[C:15]([OH:17])=[O:16])=[O:11])=[CH:28][CH:29]=1)[C:37]([NH2:33])=[NH:41]Participants
5
Procedure
Amine 15-5 (40 mg, 0.095 mmol), PCA.HCl (15 mg, 0.10 mmol), and DIPEA (35 mL, 0.20 mmol) were combined in 1 mL DMF and heated at 50° for 16 h. Concentration, and flash chromatography (silica, 20:1:1 EtOH/NH4OH/H2O) provided 15-6 as a white solid.