(-)-Nipecotic acid → (R)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:12]2[CH2:17][CH2:16][CH2:15][C@H:14]([C:18]([OH:20])=[O:19])[CH2:13]2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10].N1CCC[C@@H](C(O)=O)C1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:12]2[CH2:17][CH2:16][CH2:15][C@@H:14]([C:18]([OH:20])=[O:19])[CH2:13]2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10]Participants
3
Procedure
(R)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid was prepared in a in an analogous fashion to (S)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid of Example 460a replacing (S)-Piperidine-3-carboxylic acid with (R)-Piperidine-3-carboxylic acid. (R)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid was isolated as a yellow solid (955 mg, 88%).
Sources & evidence
- ORD record
- ord-928be4ec754041919629d93e585ccb74
- Source dataset
- uspto-grants-2013_06