4-Nitro-3-phenyl-L-alanine → HCID 45256879, compound
Reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[N+:16]([C:19]1[CH:30]=[CH:29][C:22]([CH2:23][C@@H:24]([C:26]([OH:28])=[O:27])[NH2:25])=[CH:21][CH:20]=1)([O-:18])=[O:17]>>[C:26]([C@@H:24]([NH:25][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1)[CH2:23][C:22]1[CH:21]=[CH:20][C:19]([N+:16]([O-:18])=[O:17])=[CH:30][CH:29]=1)([OH:28])=[O:27]Participants
3
Procedure
In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 4-nitro-L-phenylalanine to provide the title compound in 61% yield as yellow needles (recrystallization from MeOH/water).
Sources & evidence
- ORD record
- ord-71b8fc4bc7994e648eccb58d00ed158c
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08288549B2
Reaction notes
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