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

HRID 459378Notes

Reaction equation

HRID 459378 reaction equation
C([O:3][C:4](=[O:19])[C@@H:5]([O:17][CH3:18])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15]Br)=[CH:9][CH:8]=1)C.[CH3:20][C:21]([C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH3:22].CO[C@@H](CC1C=CC(OCCCOC2C=CC=CC=2)=CC=1)C(O)=O>>[CH3:18][O:17][C@@H:5]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:14][CH2:15][O:35][C:32]2[CH:31]=[CH:30][C:29]([C:21]([CH3:22])([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH3:20])=[CH:34][CH:33]=2)=[CH:11][CH:12]=1)[C:4]([OH:3])=[O:19]

Participants

4

Reactant 3

HCID 117424-CumylphenolHCID 58822865(2S)-3-[4-(2-bromo-ethoxy)-phenyl]2-methoxy-propionic acid ethyl esterHCID 58822897(2S)-2-methoxy-3-[4-(3-phenoxy propoxy)-phenyl]-propionic acid

Product 1

HCID 58822878(2S)-2-methoxy-3-(4-{2-[4-(1-methyl-1-phenyl-ethyl)-phenoxy]-ethoxy}-phenyl)-propionic acid

Procedure

The title compound was prepared from (2S)-3-[4-(2-bromo-ethoxy)-phenyl]-2-methoxy-propionic acid ethyl ester (Example 283, Step 2) and 4-(1-methyl-1-phenyl-ethyl)-phenol via the same procedure used for the preparation of (2S)-2-methoxy-3-[4-(3-phenoxy-propoxy)-phenyl]-propionic acid (Example 285, Step 1), to produce a white solid.

Workup

  1. customto produce a white solid

Sources & evidence

ORD record
ord-66cc518c30d34093b1f91a411390f980
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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