(S)-2-Methoxycarbonylmethyl-piperazine-1,4-dicarboxylic acid 4-benzyl ester 1-tert-butyl ester → tert-Butyl (2S)-2-(2-methoxy-2-oxoethyl)piperazine-1-carboxylate
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11](C(OCC2C=CC=CC=2)=O)[CH2:10][C@@H:9]1[CH2:24][C:25]([O:27][CH3:28])=[O:26])=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][C@@H:9]1[CH2:24][C:25]([O:27][CH3:28])=[O:26])=[O:7])([CH3:4])([CH3:3])[CH3:2]Participants
3
Procedure
To the compound of step 2 (2.317 g, 5.90 mmol) in 40 ml of MOH was added 0.063 g of 10% palladium on charcoal and the mixture was hydrogenated under a hydrogen pressure of 4 bar for 45 min at room temperature. The catalyst was filtered off and the filtrate evaporated to dryness under reduced pressure. 1.488 g of the title compound were obtained as a pale grey oil.