(4-Methoxyphenyl)boronic acid → HCID 58718009, compound

HRID 1245096Notes

Reaction equation

HRID 1245096 reaction equation
C[O:2][C:3](=[O:23])[C@@H:4]([NH:13][C:14](=[O:22])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17](Br)[CH:16]=1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9](Br)=[CH:8][CH:7]=1.[CH3:24][O:25][C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1>>[CH3:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([C:17]2[CH:18]=[CH:19][CH:20]=[C:15]([C:14]([NH:13][C@@H:4]([CH2:5][C:6]3[CH:11]=[CH:10][C:9]([C:29]4[CH:30]=[CH:31][C:26]([O:25][CH3:24])=[CH:27][CH:28]=4)=[CH:8][CH:7]=3)[C:3]([OH:2])=[O:23])=[O:22])[CH:16]=2)=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 69609741HCID 69609741, compound

Product 1

HCID 58718009HCID 58718009, compoundYield 85%

Procedure

(2S)-(3-Bromo-benzoyl-amino)-3-(4-bromo-phenyl)-propionic acid methyl ester (100 mg, 0.22 mmol) was reacted with 4-methoxy-phenyl-boronic acid (204 mg, 1.4 mmol) according to general procedure D yielding the title compound (90 mg, 83%) as a white solid.

Sources & evidence

ORD record
ord-79583ec269e54734ad3b3d20c514a929
Source dataset
uspto-grants-2006_10
Patent number
US07122580B2

Reaction notes

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