Sodium Hydroxide → (E)-(S)-3-{4-[3-(5'-chloro-2'-methoxy-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-2-ethoxy-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]=[C:32]([Cl:34])[CH:31]=[CH:30][C:29]=3[O:35][CH3:36])=[CH:24][CH:23]=2)\[CH3:21])=[CH:13][CH:12]=1)[C:5]([O:7]CC)=[O:6])[CH3:2].[OH-].[Na+]>>[Cl:34][C:32]1[CH:31]=[CH:30][C:29]([O:35][CH3:36])=[C:28]([C:25]2[CH:26]=[CH:27][C:22](/[C:20](/[CH3:21])=[CH:19]/[CH2:18][O:17][C:14]3[CH:15]=[CH:16][C:11]([CH2:10][C@H:4]([O:3][CH2:1][CH3:2])[C:5]([OH:7])=[O:6])=[CH:12][CH:13]=3)=[CH:23][CH:24]=2)[CH:33]=1Participants
3
Procedure
The title compound was prepared from (E)-(S)-ethyl 2-ethoxy-3-{4-[3-(5′-chloro-2′-methoxy-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-propionate (example 56) (0.47 g, 0.92 mmol) and sodium hydroxide (1M, 1.8 ml, 1.8 mmol) by a procedure analogous to that described in example 51, yielding (E)-(S)-3-{4-[3-(5′-chloro-2′-methoxy-biphenyl-4-yl)-but-2-enyloxy]-phenyl}-2-ethoxy-propionic acid as a colourless gum, which contained 0.2 mol equivalents of ethyl acetate; 0.43 g (98%).
Sources & evidence
- ORD record
- ord-6838b5db818e40adb7ec9a5dda81da04
- Source dataset
- uspto-grants-2005_03
- Patent number
- US06867218B2
Reaction notes
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