Sodium Hydroxide → 2-Butyl-3-[4-[2-(3'-dimethoxymethylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionic acid
Reaction equation
[CH2:1]([CH:5]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][NH:21][C:22]([C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH:36]([O:39][CH3:40])[O:37][CH3:38])[CH:31]=3)=[CH:26][CH:25]=2)=[O:23])=[CH:14][CH:13]=1)[C:6]([O:8]CC)=[O:7])[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>>[CH2:1]([CH:5]([CH2:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:19][CH2:20][NH:21][C:22]([C:24]2[CH:25]=[CH:26][C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([CH:36]([O:37][CH3:38])[O:39][CH3:40])[CH:31]=3)=[CH:28][CH:29]=2)=[O:23])=[CH:16][CH:17]=1)[C:6]([OH:8])=[O:7])[CH2:2][CH2:3][CH3:4]Participants
3
Procedure
In a similar manner to that described in Example 27, ethyl 2-butyl-3-[4-[2-(3′-dimethoxymethylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionate (1.46 g), which is the product of Reference example 14, was reacted with aqueous sodium hydroxide solution (1N, 5.40 ml) and the reaction mixture was treated to give 2-butyl-3-[4-[2-(3′-dimethoxymethylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionic acid (1.39 g) as a syrup. This compound (365 mg) was reacted and the reaction mixture was treated in a similar manner to that described in Example 27 to give the title compound (335 mg) as a yellowish brown solid.
Workup
- additionthe reaction mixture was treated
Sources & evidence
- ORD record
- ord-3f5d615f01754ea1bda27dfbd5fbf703
- Source dataset
- uspto-grants-2003_03
- Patent number
- US06528525B1
Reaction notes
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