Lithium Hydroxide → N-(2,6-dichlorobenzoyl)-4-[2-(methylsulfonyl)phenyl]-L-phenylalanine
Reaction equation
C[O:2][C:3](=[O:33])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[S:29]([CH3:32])(=[O:31])=[O:30])=[CH:19][CH:18]=1)[NH:5][C:6](=[O:15])[C:7]1[C:12]([Cl:13])=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:14].[Li+].[OH-]>>[Cl:14][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]([Cl:13])[C:7]=1[C:6]([NH:5][C@H:4]([C:3]([OH:33])=[O:2])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[S:29]([CH3:32])(=[O:31])=[O:30])=[CH:19][CH:18]=1)=[O:15]Participants
3
Procedure
N-(2,6-dichlorobenzoyl)-4-[2-(methylsulfonyl)phenyl]-L-phenylalanine methyl ester was hydrolyzed with LiOH as described in Example 1-5) to yield N-(2,6-dichlorobenzoyl)-4-[2-(methylsulfonyl)phenyl]-L-phenylalanine (152B). ESMS: m/z 492 (MH+), 514 (M++Na), 491 (M−H)−.
Sources & evidence
- ORD record
- ord-ceff7d6a24c742b9882fe91e1ef15d29
- Source dataset
- uspto-grants-2003_02
- Patent number
- US06521666B1
Reaction notes
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