4-(Trifluoromethoxy)phenylboronic acid → HCID 10051885, compound

HRID 1245090Notes

Reaction equation

HRID 1245090 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5](OCCCCCCC)=[C:6]([CH:38]=1)[C:7]([NH:9][C@@H:10]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2OC2C=CC(C(F)(F)F)=CC=2)=[CH:17][CH:16]=1)[C:11]([OH:13])=[O:12])=[O:8].[F:47][C:48]([F:60])([F:59])[O:49][C:50]1[CH:55]=[CH:54][C:53](B(O)O)=[CH:52][CH:51]=1>>[C:18]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:19]=[CH:20][C:15]([CH2:14][C@H:10]([NH:9][C:7]([C:6]2[CH:5]=[CH:4][C:3]([C:53]3[CH:52]=[CH:51][C:50]([O:49][C:48]([F:47])([F:59])[F:60])=[CH:55][CH:54]=3)=[CH:2][CH:38]=2)=[O:8])[C:11]([OH:13])=[O:12])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 58717681HCID 58717681, compound

Product 1

HCID 10051885HCID 10051885, compoundYield 86.9%

Procedure

3-Biphenyl-4-yl-(2S)-[(5-bromo-benzoyl-amino)-propionic acid (100 mg, 0.23 mmol) was reacted with 4-trifluoromethoxyphenylboronic acid (0.145 mg, 0.69 mmol) by following general procedure D yielding the title compound (101 mg, 85%) as a white solid:

Sources & evidence

ORD record
ord-041a32d1a96e4b7a88093245acb0536e
Source dataset
uspto-grants-2006_10
Patent number
US07122580B2

Reaction notes

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