Sodium Hydroxide → (E,E)-(S)-3-(4'-{3-[4-(2-carboxy-2-ethoxy-ethyl)-phenoxy]-1-methyl-propenyl}-biphenyl-3-yl)-but-2-enoic acid
Reaction equation
[CH2:1]([O:3][C@H:4]([C:37]([O:39]CC)=[O:38])[CH2:5][C:6]1[CH:36]=[CH:35][C:9]([O:10][CH2:11]/[CH:12]=[C:13](/[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23](/[C:27](/[CH3:34])=[CH:28]/[C:29]([O:31]CC)=[O:30])[CH:22]=3)=[CH:17][CH:16]=2)\[CH3:14])=[CH:8][CH:7]=1)[CH3:2].[OH-:42].[Na+]>>[C:37]([CH:4]([O:3][CH2:1][CH3:2])[CH2:5][C:6]1[CH:36]=[CH:35][C:9]([O:10][CH2:11][CH:12]=[C:13]([C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:5](=[CH:6][CH3:7])[C:4]([OH:3])=[O:42])[CH:22]=3)=[CH:19][CH:20]=2)[CH3:14])=[CH:8][CH:7]=1)([OH:39])=[O:38].[C:37]([C@@H:4]([O:3][CH2:1][CH3:2])[CH2:5][C:6]1[CH:36]=[CH:35][C:9]([O:10][CH2:11]/[CH:12]=[C:13](/[C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23](/[C:27](/[CH3:34])=[CH:28]/[C:29]([OH:31])=[O:30])[CH:22]=3)=[CH:17][CH:16]=2)\[CH3:14])=[CH:8][CH:7]=1)([OH:39])=[O:38]Participants
4
Reactant 2
Product 2
Procedure
The title compound was prepared from (E,E)-(S)-ethyl 3-(4′-{3-[4-(2-ethoxy-2-ethoxycarbonyl-ethyl)-phenoxy]-1-methyl-propenyl}-biphenyl-3-yl)-but-2-enoate (example 111) (190 mg, 0.34 mmol) and sodium hydroxide (1M, 1.4 ml, 1.4 mmol) by a procedure analogous to that described in example 51, yielding (E,E)-(S)-3-(4′-{3-[4-(2-carboxy-2-ethoxy-ethyl)-phenoxy]-1-methyl-propenyl}-biphenyl-3-yl)-but-2-enoic acid (135 mg, 79%) as a colourless solid.
Sources & evidence
- ORD record
- ord-c475fdb62b89450fa87705d52ae2b87a
- Source dataset
- uspto-grants-2003_04
- Patent number
- US06555577B1
Reaction notes
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