(-)-Nipecotic acid → (R)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid

HRID 1262044Notes

Reaction equation

HRID 1262044 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

Reactant 2

HCID 1796510(-)-Nipecotic acidHCID 66711435(S)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid

Product 1

HCID 66711822(R)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid

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
Patent number
US08471005B2

Reaction notes

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