Succinimide → (2R,5S)-4-Benzyl-5-(2,5-dioxo-pyrrolidin-1-ylmethyl)-2-methylpiperazine-1-carboxylic acid tert-butyl ester
Reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14]Cl)[N:11]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][C@H:9]1[CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH:24]1[C:28](=[O:29])[CH2:27][CH2:26][C:25]1=[O:30]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14][N:24]2[C:28](=[O:29])[CH2:27][CH2:26][C:25]2=[O:30])[N:11]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][C@H:9]1[CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2]Participants
3
Procedure
The title compound was prepared following similar methods to those described in Preparation 356 starting from (2R,5R)-4-benzyl-5-chloromethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester and pyrrolidine-2,5-dione. 1H NMR (CDCl3): 7.37-7.01 (5H, m), 4.24-4.06 (1H, m), 3.89 (1H, d), 3.80-3.47 (4H, m), 3.22 (2H, d), 3.09-2.78 (1H, m), 2.70-2.55 (4H, m), 2.33 (1H, dd), 1.48 (9H, s), 1.19 (3H, d).
Sources & evidence
- ORD record
- ord-8dbd23f63d1843078981584dd85b4314
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09018214B2
Reaction notes
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