1-benzyl 3-(4-methoxyphenyl)methyl (3R*,4S*)-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-1,3-dicarboxylate → (3R,4S)-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-3-carboxylic acid
Reaction equation
[C:1]([O:5][C:6](=[O:36])[CH2:7][C@@:8]1([C:24]([O:26]CC2C=CC(OC)=CC=2)=[O:25])[C@H:12]([CH3:13])[CH2:11][N:10](C(OCC2C=CC=CC=2)=O)[CH2:9]1)([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([O:5][C:6](=[O:36])[CH2:7][C@@:8]1([C:24]([OH:26])=[O:25])[C@H:12]([CH3:13])[CH2:11][NH:10][CH2:9]1)([CH3:2])([CH3:3])[CH3:4]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Methanol (3 ml) and 10% Pd/C (30 mg) were added to 1-benzyl 3-(4-methoxyphenyl)methyl (3R*,4S*)-3-[2-(tert-butoxy)-2-oxoethyl]-4-methylpyrrolidine-1,3-dicarboxylate which is obtained in Example 4d and which is without silica gel column chromatography purification (104 mg, 0.21 mmol), followed by stirring at mom temperature overnight under a hydrogen atmosphere. Water was added to the reaction liquid, which was stirred and filtered. The filtrate was concentrated to give the title compound (48.7 mg, yield: 95.3%).