4-Butylphenol → (2S)-3-[4-(2-butyl-phenoxy)-ethoxy-phenyl]-2-methoxy-propionic acid

HRID 459383Notes

Reaction equation

HRID 459383 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.[CH2:20]([C:24]1[CH:29]=[CH:28][C:27](O)=CC=1)[CH2:21][CH2:22][CH3:23].C[O:32][C@@H:33](CC1C=CC(OCCCOC2C=CC=CC=2)=CC=1)[C:34](O)=O>>[CH2:20]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:15][C:14]=1[O:13][C:10]1[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:17][CH3:18])[C:4]([OH:3])=[O:19])=[C:12]([O:32][CH2:33][CH3:34])[CH:11]=1)[CH2:21][CH2:22][CH3:23]

Participants

4

Reactant 3

HCID 154204-ButylphenolHCID 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 69422534(2S)-3-[4-(2-butyl-phenoxy)-ethoxy-phenyl]-2-methoxy-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-butyl-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. MS(ES) for C22H28O5 [M+Na]+: 395.3.

Workup

  1. customto produce a white solid

Sources & evidence

ORD record
ord-fdfb452a0248426c8b6fb9e8b9473314
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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