Thiophene-3-boronic acid → 4-{2-(2-Carboxy-ethyl)-3-[6-(3-cyanomethyl-5-thiophen-3-yl-phenoxy)-hexyl]-phenoxy}-butyric acid
Reaction equation
C([O:3][C:4](=[O:39])[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:27]=[C:26](Br)[CH:25]=[C:24]([CH2:29][C:30]#[N:31])[CH:23]=2)[C:10]=1[CH2:32][CH2:33][C:34]([O:36]CC)=[O:35])C.[S:40]1[CH:44]=[CH:43][C:42](B(O)O)=[CH:41]1>>[C:34]([CH2:33][CH2:32][C:10]1[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[C:26]([C:42]3[CH:43]=[CH:44][S:40][CH:41]=3)[CH:25]=[C:24]([CH2:29][C:30]#[N:31])[CH:23]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:3])=[O:39])([OH:36])=[O:35]Participants
3
Procedure
The title compound was prepared according to general method described in step 4 by reaction of 4-[3-[6-(3-cyanomethyl-5-bromo-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester with thiophene-3-boronic acid. LC/MS indicated a purity of 100% as measured by UV 214 nM. Calculated for C31H36NO6S (M+H)1+ 550.22. found 550.20.
Sources & evidence
- ORD record
- ord-f1b9235a8aea4ba8a6f6bfef0cad5709
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08088936B2
Reaction notes
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