1,4-Dioxane hydrochloride → HCID 66905927, compound
Reaction equation
C(OC([N:8]([CH2:45][C:46]([OH:48])=[O:47])[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][N:19](C(OC(C)(C)C)=O)[C@@H:20]([C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]=[CH:24][CH:23]=2)[CH3:21])[CH:14]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH2:13]1)=[O:11])=O)(C)(C)C.[ClH:49].O1CCOCC1>>[ClH:49].[C:22]1([C@H:20]([NH:19][CH2:18][CH:15]2[CH2:16][CH2:17][N:12]([C:10](=[O:11])[CH2:9][NH:8][CH2:45][C:46]([OH:48])=[O:47])[CH2:13][CH:14]2[C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH3:21])[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=1Participants
3
Procedure
To 138 mg of [(tert-butoxycarbonyl){2-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-2-oxoethyl}amino]acetic acid was added 2.0 mL of a 4 M hydrogen chloride/1,4-dioxane solution. After stirring at room temperature for 2 hours, the reaction mixture was concentrated under reduced pressure, and to the obtained residue were added isopropanol and diisopropylether, and the precipitated solid was collected by filtration to obtain 83.9 mg of ({2-[4-({[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-2-oxoethyl}amino)acetic acid hydrochloride as a white solid.
Workup
- concentrationthe reaction mixture was concentrated under reduced pressure
- additionto the obtained residue were added isopropanol and diisopropylether
- filtrationthe precipitated solid was collected by filtration
Sources & evidence
- ORD record
- ord-a0bdb495f5bd46bf942bc60f5354841c
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08153658B2
Reaction notes
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