2,4-Difluorophenol → (2S)-3-{4-[3-(2,4-Difluoro-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid

HRID 459126Notes

Reaction equation

HRID 459126 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@H:13]([O:17][CH3:18])[C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1.[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1O>>[F:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=1[O:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C@H:13]([O:17][CH3:18])[C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 1230512,4-DifluorophenolHCID 69424952(2S)-3-[4-(3-Hydroxy-propoxy)-phenyl]-2-methoxy-propionic acid

Product 1

HCID 58822895(2S)-3-{4-[3-(2,4-Difluoro-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid

Procedure

The title compound was prepared from (2S)-3-[4-(3-Hydroxy-propoxy)-phenyl]-2-methoxy-propionic acid linked to Wang's Resin (Example 94, Step D) via Mitsunobu coupling with 2,4-difluorophenol and cleavage from the resin (Standard Procedure G) gave an oily solid.

Workup

  1. customgave an oily solid

Sources & evidence

ORD record
ord-9f7877dbb1384dddbcfa216bc8b89fb3
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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