3-(Trifluoromethyl)phenol → (2S)-2-Methoxy-3-{4-[3-(3-trifluoromethyl-phenoxy)-propoxy]-phenyl}-propionic acid

HRID 459303Notes

Reaction equation

HRID 459303 reaction equation
C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16]Br)=[CH:9][CH:8]=1)C.[F:21][C:22]([F:31])([F:30])[C:23]1[CH:24]=[C:25]([OH:29])[CH:26]=[CH:27][CH:28]=1.C1(C2C=CC=CC=2)C=CC(OCCOC2C=CC(C[C@H](OC)C(O)=O)=CC=2)=CC=1>>[CH3:19][O:18][C@@H:5]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:29][C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([C:22]([F:21])([F:30])[F:31])[CH:24]=2)=[CH:11][CH:12]=1)[C:4]([OH:3])=[O:20]

Participants

4

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 10135109(2S)-3-{4-[2-(biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acidHCID 58822859(2S)-3-[4-(3-Bromopropoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

Product 1

HCID 58822762(2S)-2-Methoxy-3-{4-[3-(3-trifluoromethyl-phenoxy)-propoxy]-phenyl}-propionic acid

Procedure

The title compound was prepared from (2S)-3-[4-(3-bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester (Example 284, Step 2) and 3-trifluoromethyl-phenol via the same procedure used for the preparation of (2S)-3-{4-[2-(Biphenyl-4-yloxy)-ethoxy]-phenyl}-2-methoxy-propionic acid (Example 283, Step 3) to produce a yellow solid.

Workup

  1. customto produce a yellow solid

Sources & evidence

ORD record
ord-43cc23a58df24d58b7657b69e7d3f948
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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