4-Acetylphenylboronic acid → 3-{4-[1-(4'-Acetyl-biphenyl-4-yloxy)-butyl]-benzoylamino}-propionic acid

HRID 1160906Notes

Reaction equation

HRID 1160906 reaction equation
C[O:2][C:3](=[O:27])[CH2:4][CH2:5][NH:6][C:7](=[O:26])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([O:18][C:19]2[CH:24]=[CH:23][C:22](Br)=[CH:21][CH:20]=2)[CH2:15][CH2:16][CH3:17])=[CH:10][CH:9]=1.[C:28]([C:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=1)(=[O:30])[CH3:29]>>[C:28]([C:31]1[CH:36]=[CH:35][C:34]([C:22]2[CH:23]=[CH:24][C:19]([O:18][CH:14]([C:11]3[CH:12]=[CH:13][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:2])=[O:27])=[O:26])=[CH:9][CH:10]=3)[CH2:15][CH2:16][CH3:17])=[CH:20][CH:21]=2)=[CH:33][CH:32]=1)(=[O:30])[CH3:29]

Participants

3

Reactant 2

HCID 37021224-Acetylphenylboronic acidHCID 671535543-{4-[1-(4-Bromo-phenoxy)-butyl]-benzoylamino}-propionic acid methyl ester

Product 1

HCID 595181563-{4-[1-(4'-Acetyl-biphenyl-4-yloxy)-butyl]-benzoylamino}-propionic acid

Procedure

This compound is made in a substantially similar manner as Example 117 using isomer 1 of 3-{4-[1-(4-bromo-phenoxy)-butyl]-benzoylamino}-propionic acid methyl ester and 4-acetylphenylboronic acid as starting materials in step D. MS (ES): 458.3 [M−H]−.

Sources & evidence

ORD record
ord-3cce8099bd7746df881d8cbfae5d9005
Source dataset
uspto-grants-2010_10
Patent number
US07816557B2

Reaction notes

Loading…