2-Isopropylphenol → 3-{3-[2-(2-Isopropyl-phenoxy)-ethoxy]-phenyl}-2-methoxy-propionic acid

HRID 459371Notes

Reaction equation

HRID 459371 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([CH3:3])[CH3:2].C[O:12][C:13](=[O:28])[CH:14]([O:26][CH3:27])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH2:23][CH2:24]Br)[CH:17]=1.CO[C@@H](CC1C=CC(OCCCOC2C=CC=CC=2)=CC=1)C(O)=O>>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:24][CH2:23][O:22][C:18]1[CH:17]=[C:16]([CH2:15][CH:14]([O:26][CH3:27])[C:13]([OH:28])=[O:12])[CH:21]=[CH:20][CH:19]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 69432-IsopropylphenolHCID 58822897(2S)-2-methoxy-3-[4-(3-phenoxy propoxy)-phenyl]-propionic acidHCID 694234133-[3-(2-Bromo-ethoxy)-phenyl]-2-methoxy-propionic acid methyl ester

Product 1

HCID 184435883-{3-[2-(2-Isopropyl-phenoxy)-ethoxy]-phenyl}-2-methoxy-propionic acid

Procedure

The title compound was prepared from 2-isopropyl-phenol and 3-[3-(2-bromo-ethoxy)-phenyl]-2-methoxy-propionic acid methyl ester (Example 351, Step 1) via the same procedure used for the preparation of (2S)-2-methoxy-3-[4-(3-phenoxy-propoxy)-phenyl]-propionic acid (Example 285, Step 1). The enatiomers were separated by chiral HPLC. MS (ES) for C21H26O5 [M−H]−:357.2.

Workup

  1. customThe enatiomers were separated by chiral HPLC

Sources & evidence

ORD record
ord-2d0d014cfab341ee881f6deb4c05aae6
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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