4-(Methanesulfonyl)phenylboronic acid → HCID 58717714, compound

HRID 1245094Notes

Reaction equation

HRID 1245094 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].[CH3:47][S:48]([C:51]1[CH:56]=[CH:55][C:54](B(O)O)=[CH:53][CH:52]=1)(=[O:50])=[O:49]>>[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:38]=[C:2]([C:54]3[CH:55]=[CH:56][C:51]([S:48]([CH3:47])(=[O:50])=[O:49])=[CH:52][CH:53]=3)[CH:3]=[CH:4][CH:5]=2)=[O:8])[C:11]([OH:13])=[O:12])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 58717681HCID 58717681, compound

Product 1

HCID 58717714HCID 58717714, compoundYield 88.8%

Procedure

3-Biphenyl-4-yl-(2S)-[(3-bromo-benzoyl-amino)-propionic acid (100 mg, 0.23 mmol) was reacted with 4-methanesulfonyl-phenyl boronic acid (0.141 mg, 0.69 mmol) by following general procedure D yielding the title compound (102 mg, 87%) as a light yellow solid.

Sources & evidence

ORD record
ord-97397ff23c0f48a799321cfa83439b2d
Source dataset
uspto-grants-2006_10
Patent number
US07122580B2

Reaction notes

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