tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate → 3-hydroxy-4-[N-[(4-pyridylmethoxy)carbonyl]-L-leucyl]-1-pyrrolidinecarboxylic acid 1,1dimethylethyl ester
Reaction equation
[OH:1][CH:2]1[CH:6](N)[CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1.[C:15]([O:23][C:24]([NH:26][C@H:27]([C:32](O)=[O:33])[CH2:28][CH:29]([CH3:31])[CH3:30])=[O:25])(=O)[C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1>>[CH3:12][C:11]([O:10][C:8]([N:4]1[CH2:5][CH:6]([C:32](=[O:33])[C@H:27]([CH2:28][CH:29]([CH3:30])[CH3:31])[NH:26][C:24]([O:23][CH2:15][C:16]2[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=2)=[O:25])[CH:2]([OH:1])[CH2:3]1)=[O:9])([CH3:14])[CH3:13]Participants
3
Procedure
3-hydroxy4-amino-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester was coupled with iso-nicotinoyloxycarbonyl leucine in a similar manner as that described above to give 8.5 grams of the title compound: MS (ES+) 451 (MH+, 100%).
Sources & evidence
- ORD record
- ord-910e778bd86747a6beb01906ffa4c428
- Source dataset
- uspto-grants-2001_08
- Patent number
- US06274336B1
Reaction notes
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