4-[3-[6-(5-Acetyl-3'-fluoro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester → 4-[3-[6-(5-Acetyl-3'-fluoro-biphenyl-3-yloxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid
Reaction equation
C([O:3][C:4](=[O:45])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:23]=[C:24]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[CH:32]=3)[CH:25]=[C:26]([C:28](=[O:30])[CH3:29])[CH:27]=2)[C:10]=1[CH2:38][CH2:39][C:40]([O:42]CC)=[O:41])C>[OH-].[Na+]>[C:28]([C:26]1[CH:27]=[C:22]([O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:11]2[C:10]([CH2:38][CH2:39][C:40]([OH:42])=[O:41])=[C:9]([CH:14]=[CH:13][CH:12]=2)[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:45])=[O:3])[CH:23]=[C:24]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[CH:32]=2)[CH:25]=1)(=[O:30])[CH3:29]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A similar procedure as described in Example 43, step 5 was used, starting from 4-[3-[6-(5-acetyl-3′-fluoro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (275 mg, 0.44 mmol) and 1.0 N aqueous sodium hydroxide (10 mL) to afford 4-[3-[6-(5-acetyl-3′-fluoro-biphenyl-3-yloxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (165 mg, 66%) as a white solid: ES(+)-HRMS m/e calcd for C33H37FO7 (M+Na)+ 587.2415. found 587.2415.
Sources & evidence
- ORD record
- ord-fba6511694db41268d55e61be0778ca4
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08088936B2
Reaction notes
Loading…