4-Cumylphenol → (2S)-2-Methoxy-3-(4-{3-[4-(1-methyl-1-phenyl-ethyl)-phenoxy]-propoxy}-phenyl)-propionic acid

HRID 459133Notes

Reaction equation

HRID 459133 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.[C:19]([C:28]1[CH:33]=[CH:32][C:31](O)=[CH:30][CH:29]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([CH3:21])[CH3:20]>>[CH3:18][O:17][C@@H:13]([CH2:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][O:1][C:31]2[CH:32]=[CH:33][C:28]([C:19]([CH3:21])([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH3:20])=[CH:29][CH:30]=2)=[CH:7][CH:8]=1)[C:14]([OH:16])=[O:15]

Participants

3

Reactant 2

HCID 117424-CumylphenolHCID 69424952(2S)-3-[4-(3-Hydroxy-propoxy)-phenyl]-2-methoxy-propionic acid

Product 1

HCID 58822850(2S)-2-Methoxy-3-(4-{3-[4-(1-methyl-1-phenyl-ethyl)-phenoxy]-propoxy}-phenyl)-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 4-cumylphenol and cleavage from the resin (Standard Procedure G) gave an oily solid.

Workup

  1. customgave an oily solid

Sources & evidence

ORD record
ord-2198910ad8fc4d7180d20b00ccb458b2
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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