2-Methyl 1-(phenylmethyl) (2S,4R)-4-(dimethylamino)-1,2-pyrrolidinedicarboxylate → (2S,4R)-Methyl 4-(dimethylamino)pyrrolidine-2-carboxylate
Reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([N:10]([CH3:12])[CH3:11])[CH2:7][N:6]1C(OCC1C=CC=CC=1)=O)=[O:4]>[Pd].CO>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([N:10]([CH3:11])[CH3:12])[CH2:7][NH:6]1)=[O:4]Participants
4
Procedure
A mixture of (2S,4R)-4-dimethylamino-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (420 mg), 10% palladium on carbon (80 mg) and methanol (10 ml) is stirred for 16 hours under an atmosphere of hydrogen. Filtration and evaporation gives the title compound which is used without purification in the following steps.
Workup
- filtrationFiltration and evaporation
Sources & evidence
- ORD record
- ord-9c3c44490a994510910cb69d3d96c9af
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08940771B2
Reaction notes
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