Hydrochloric Acid → 3-[({2-Amino-3-[3-(3-amino-3-phenylpropyl)phenyl]-2-methylpropanoyl}oxy)methyl]-5-[(methylsulfonyl)(propyl)amino]benzoic acid dihydrochloride
Reaction equation
C(OC([NH:8][C:9]([CH3:59])([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([CH2:42][CH2:43][CH:44]([NH:51]C(OC(C)(C)C)=O)[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH:37]=1)[C:10]([O:12][CH2:13][C:14]1[CH:15]=[C:16]([CH:24]=[C:25]([N:27]([S:31]([CH3:34])(=[O:33])=[O:32])[CH2:28][CH2:29][CH3:30])[CH:26]=1)[C:17]([O:19]C(C)(C)C)=[O:18])=[O:11])=O)(C)(C)C.O1CCOCC1.[ClH:66]>>[ClH:66].[ClH:66].[NH2:8][C:9]([CH3:59])([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([CH2:42][CH2:43][CH:44]([NH2:51])[C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[CH:37]=1)[C:10]([O:12][CH2:13][C:14]1[CH:15]=[C:16]([CH:24]=[C:25]([N:27]([S:31]([CH3:34])(=[O:33])=[O:32])[CH2:28][CH2:29][CH3:30])[CH:26]=1)[C:17]([OH:19])=[O:18])=[O:11]Participants
4
Procedure
Tert-butyl 3-({[2-[(tert-butoxycarbonyl)amino]-3-(3-{3-[(tert-butoxycarbonyl)amino]-3-phenylpropyl}phenyl)-2-methylpropanoyl]oxy}methyl)-5-[(methylsulfonyl)(propyl)amino]benzoate (0.386 g, 0.461 mmol) was taken up in 2.0 mL HCl in dioxane (2.00 mL, 8.01 mmol, 4.0M solution). After 16 hr., the reaction was concentrated in vacuo, taken up in dichloromethane, and concentrated again (×2) to give 3-[({2-amino-3-[3-(3-amino-3-phenylpropyl)phenyl]-2-methylpropanoyl}oxy)methyl]-5-[(methylsulfonyl)(propyl)amino]benzoic acid dihydrochloride as a white solid.
Workup
- concentration, the reaction was concentrated in vacuo
- concentrationconcentrated again (×2)
Sources & evidence
- ORD record
- ord-4fbac8902ba845ba8965829797737fe5
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07678783B2
Reaction notes
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