3-(4-Hydroxyphenyl)-2-(2-methoxy-phenoxy)-2-methyl-propionic acid ethyl ester → 2-(2-Methoxy-phenoxy)-2-methyl-3-(4-{2-[5-methyl-2-(3-thiophen-2-yl-phenyl)-oxazol-4-yl]-ethoxy)-phenyl)-propionic acid
Reaction equation
C([O:3][C:4](=[O:24])[C:5]([O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH3:23])([CH3:14])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)C.[CH3:25][C:26]1[O:30][C:29]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([C:37]3[S:38][CH:39]=[CH:40][CH:41]=3)[CH:32]=2)=[N:28][C:27]=1[CH2:42][CH2:43]OS(C1C=CC(C)=CC=1)(=O)=O>>[CH3:23][O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[O:15][C:5]([CH3:14])([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:43][CH2:42][C:27]2[N:28]=[C:29]([C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]4[S:38][CH:39]=[CH:40][CH:41]=4)[CH:32]=3)[O:30][C:26]=2[CH3:25])=[CH:9][CH:8]=1)[C:4]([OH:3])=[O:24]Participants
3
Reactant 2
Product 1
Procedure
: The title compound was prepared using the representative Standard Procedure (E) from 3-(4-Hydroxy-phenyl)-2-(2-methoxy-phenoxy)-2-methyl-propionic acid ethyl ester and toluene-4-sulfonic acid 2-[5-methyl-2-(3-thiophen-2-yl-phenyl)-oxazol-4-yl]-ethyl ester. 1H NMR (400 MHz, CDCl3): δ 8.05 (d, 2H, J=7.82 Hz), 7.86 (d, 2H, J=8.21 Hz), 7.68 (d, 2H, J=7.82 Hz), 7.45 (t, 1H, J=7.65 Hz), 7.41–7.40 (m, 1H), 7.31–7.30 (m, 1H), 7.19(d, 1H, J=8.40 Hz), 7.10–7.04 (m, 2H), 6.88–6.79 (m, 2H), 6.61 (dd, 1H, J=8.40 Hz, 1.65 Hz), 4.22 (t, 2H, J=5.87 Hz), 3.82 (s, 3H), 3.30 (d, 1H, J=14.08 Hz), 3.10–3.03 (m, 3H), 2.43 (s, 3H), 1.30 (s, 3H). MS [ES+] m/z exact mass calcd for C33H32NO6S 570.1950, found 570.1958.
Sources & evidence
- ORD record
- ord-c8924d3f445d46e298dd03dc7d5660a3
- Source dataset
- uspto-grants-2007_02
- Patent number
- US07176224B2
Reaction notes
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