Sodium Hydroxide → (E)-(S)-2-ethoxy-3-{4-[3-(2'-methyl-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionic acid
Reaction equation
[CH2:1]([O:3][C@@H:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18]/[CH:19]=[C:20](/[C:22]2[CH:27]=[CH:26][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[CH3:34])=[CH:24][CH:23]=2)\[CH3:21])=[CH:13][CH:12]=1)[C:5]([O:7]CC)=[O:6])[CH3:2].[OH-].[Na+]>>[CH2:1]([O:3][C@@H:4]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18]/[CH:19]=[C:20](/[C:22]2[CH:23]=[CH:24][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[CH3:34])=[CH:26][CH:27]=2)\[CH3:21])=[CH:13][CH:12]=1)[C:5]([OH:7])=[O:6])[CH3:2]Participants
3
Procedure
The title compound was prepared by hydrolysis of (E)-(S)-ethyl 2-ethoxy-3-{4-[3-(2′-methyl-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionate (example 92) (918 mg, 2.0 mmol) with sodium hydroxide by a procedure analogous to that described in example 51, yielding (E)-(S)-2-ethoxy-3-{4-[3-(2′-methyl-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionic acid as a colourless gum, which contained 0.25 mol equivalents of ethyl acetate; 586 mg (64%).
Sources & evidence
- ORD record
- ord-68fde208d706432eb46ae6696edeaa52
- Source dataset
- uspto-grants-2005_03
- Patent number
- US06867218B2
Reaction notes
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