(4-Pentylphenyl)boronic acid → 3-{4-[1-(4'-Pentyl-biphenyl-4-yloxy)-butyl]-benzoylamino}-propionic acid

HRID 1160905Notes

Reaction equation

HRID 1160905 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.[CH2:28]([C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)[CH2:29][CH2:30][CH2:31][CH3:32]>>[CH2:28]([C:33]1[CH:34]=[CH:35][C:36]([C:22]2[CH:23]=[CH:24][C:19]([O:18][CH:14]([C:11]3[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:2])=[O:27])=[O:26])=[CH:13][CH:12]=3)[CH2:15][CH2:16][CH3:17])=[CH:20][CH:21]=2)=[CH:37][CH:38]=1)[CH2:29][CH2:30][CH2:31][CH3:32]

Participants

3

Reactant 2

HCID 4589191(4-Pentylphenyl)boronic acidHCID 671535543-{4-[1-(4-Bromo-phenoxy)-butyl]-benzoylamino}-propionic acid methyl ester

Product 1

HCID 595181483-{4-[1-(4'-Pentyl-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-pentylphenylboronic acid as starting materials in step D. MS (ES): 488.3 [M+H]+.

Sources & evidence

ORD record
ord-4c0e085ea2214af79ff4b0cbed8b4226
Source dataset
uspto-grants-2010_10
Patent number
US07816557B2

Reaction notes

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