4-(2,2,3,3-Tetrafluoropropoxy)phenol → (2S)-2-Methoxy-3-(4-{3-[4-(2,2,3,3-tetrafluoro-propoxy)-phenoxy]-propoxy}-phenyl)-propionic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16]Br)=[CH:9][CH:8]=1)[CH3:2].[F:21][C:22]([F:35])([CH:32]([F:34])[F:33])[CH2:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1>>[CH2:1]([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:31][C:28]2[CH:27]=[CH:26][C:25]([O:24][CH2:23][C:22]([F:21])([F:35])[CH:32]([F:33])[F:34])=[CH:30][CH:29]=2)=[CH:9][CH:8]=1)[CH3:2]Participants
3
Procedure
3-[4-(3-Bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester (Example 173, Step A) and 4-(2,2,3,3-tetrafluoro-propoxy)-phenol (Step B) were treated under ester K to afford the title compound 1H-NMR (CDCl3, 200.15 MHz): δ 7.13 (d, 2H, J=8.6), 6.85–6.80 (m, 6H), 6.05 (dt, 1H, J=53.2, 5.1), 4.22–4.08 (m, 8H), 3.90 (dd, 1H, J=7.0, 5.6), 3.35 (s, 3H), 3.04–2.86 (m, 2H), 2.22 (qn, 2H, J=6.2).
Sources & evidence
- ORD record
- ord-7f296db7de85445e8ac0e07429c09fe2
- Source dataset
- uspto-grants-2007_03
- Patent number
- US07192982B2
Reaction notes
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