3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → HCID 69208602, compound

HRID 2373822Notes

Reaction equation

HRID 2373822 reaction equation
[C:1]([NH:8][C@@H:9]([C:18]([OH:20])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13](Br)[CH:12]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[Cl:21][C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][C:27]=1[F:28]>>[C:4]([O:3][C:1]([NH:8][C@H:9]([CH2:10][C:11]1[CH:12]=[C:13]([C:24]2[CH:25]=[CH:26][C:27]([F:28])=[C:22]([Cl:21])[CH:23]=2)[CH:14]=[CH:15][CH:16]=1)[C:18]([OH:20])=[O:19])=[O:2])([CH3:7])([CH3:6])[CH3:5]

Participants

3

Reactant 2

HCID 27346603-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 7006629Boc-3-bromo-D-phenylalanine

Product 1

HCID 69208602HCID 69208602, compoundYield 81.4%

Procedure

2-(R)-tert-Butoxycarbonylamino-3-(3′-chloro-4′-fluoro-biphenyl-3-yl)-propionic acid (0.93 g) was prepared from (R)-N-Boc-3-bromophenylalanine (1.0 g, 2.9 mmol) and 3-chloro-4-fluorophenylboronic acid (1.0 g, 5.8 mmol) following general procedure D.

Sources & evidence

ORD record
ord-520b57ad438d4a68be928f459183ea69
Source dataset
uspto-grants-2008_12
Patent number
US07459472B2

Reaction notes

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