4-Carboxyphenylboronic Acid → 4'-((N-(3-(Benzyloxy)-4-((Benzyloxy)Carbonyl)Phenyl)-2-(N,4-Dimethylphenylsulfonamido)Acetamido)Methyl)-[1,1'-Biphenyl]-4-Carboxylic Acid

HRID 81871Notes

Reaction equation

HRID 81871 reaction equation
[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([N:25]([CH2:41][C:42]2[CH:47]=[CH:46][C:45](Br)=[CH:44][CH:43]=2)[C:26](=[O:40])[CH2:27][N:28]([CH3:39])[S:29]([C:32]2[CH:37]=[CH:36][C:35]([CH3:38])=[CH:34][CH:33]=2)(=[O:31])=[O:30])[CH:22]=[CH:21][C:10]=1[C:11]([O:13][CH2:14]C1C=CC=CC=1)=[O:12])C1C=CC=CC=1.[C:49]([C:52]1[CH:57]=[CH:56][C:55](B(O)O)=[CH:54][CH:53]=1)([OH:51])=[O:50]>>[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([N:25]([CH2:41][C:42]2[CH:43]=[CH:44][C:45]([C:55]3[CH:56]=[CH:57][C:52]([C:49]([OH:51])=[O:50])=[CH:53][CH:54]=3)=[CH:46][CH:47]=2)[C:26](=[O:40])[CH2:27][N:28]([CH3:39])[S:29]([C:32]2[CH:33]=[CH:34][C:35]([CH3:38])=[CH:36][CH:37]=2)(=[O:31])=[O:30])[CH:22]=[CH:21][C:10]=1[C:11]([O:13][CH2:14][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:12])[C:9]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:10]=1

Participants

3

Reactant 2

HCID 3121834-Carboxyphenylboronic AcidHCID 66728422Benzyl 2-(benzyloxy)-4-(N-(4-bromobenzyl)-2-(N,4-dimethylphenylsulfonamido)acetamido)benzoate

Product 1

HCID 680767574'-((N-(3-(Benzyloxy)-4-((Benzyloxy)Carbonyl)Phenyl)-2-(N,4-Dimethylphenylsulfonamido)Acetamido)Methyl)-[1,1'-Biphenyl]-4-Carboxylic Acid

Procedure

Aryl halide 9 was coupled to 4-carboxyphenylboronic acid to give 32 on a 0.1 mmol scale via General Procedure H. 32 was not purified at this stage and was deprotected without purification.

Sources & evidence

ORD record
ord-2406dbf09e94407a9d3992c22f8f30ab
Source dataset
uspto-grants-2014_09
Patent number
US08846707B2

Reaction notes

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