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

HRID 1984806Notes

Reaction equation

HRID 1984806 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5](OCCCCCCC)=[C:6]([CH:32]=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][C:24](OC(F)(F)F)=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)[C:11]([OH:13])=[O:12])=[O:8].[F:41][C:42]([F:54])([F:53])[O:43][C:44]1[CH:49]=[CH:48][C:47](B(O)O)=[CH:46][CH:45]=1>>[C:18]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:17]=[CH:16][C:15]([CH2:14][C@H:10]([NH:9][C:7]([C:6]2[CH:32]=[CH:2][C:3]([C:47]3[CH:46]=[CH:45][C:44]([O:43][C:42]([F:41])([F:53])[F:54])=[CH:49][CH:48]=3)=[CH:4][CH:5]=2)=[O:8])[C:11]([OH:13])=[O:12])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 58717891HCID 58717891, 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-trifluoromethoxy phenyl boronic acid (145 mg, 0.69 mmol) by following general procedure D yielding the title compound (101 mg) as a white solid:

Sources & evidence

ORD record
ord-b3f548f3e6e440669396d804d595b3ef
Source dataset
uspto-grants-2009_06
Patent number
US07544699B2

Reaction notes

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