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

HRID 1353249Notes

Reaction equation

HRID 1353249 reaction equation
C[O:2][C:3](=[O:21])[C@@H:4]([O:19][CH3:20])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]([C:16]([OH:18])=O)([CH3:15])[CH3:14])[CH:7]=1.O(C1C=CC(N)=CC=1)C1C=CC=CC=1.C(O[C@@H](CC1C=CC(O[C@@H](C(=O)[NH:54][CH2:55][CH2:56][C:57]2[CH:62]=[CH:61][C:60]([O:63][C:64]3[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=3)=[CH:59][CH:58]=2)C)=CC=1)C(O)=O)C>>[CH3:20][O:19][C@@H:4]([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]([CH3:14])([C:16](=[O:18])[NH:54][CH2:55][CH2:56][C:57]2[CH:62]=[CH:61][C:60]([O:63][C:64]3[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=3)=[CH:59][CH:58]=2)[CH3:15])[CH:7]=1)[C:3]([OH:2])=[O:21]

Participants

4

Reactant 3

HCID 8764(4-Aminophenoxy)benzeneHCID 9847886(2S,1R)-2-ethoxy-3-(4-{1-[2-(4-phenoxy-phenyl)-ethylcarbamoyl]-ethoxy}-phenyl)propionic acidHCID 58646552HCID 58646552, compound

Product 1

HCID 58646644(2S)-2-methoxy-3-(3-{1-methyl-1-[2-(4-phenoxy-phenyl)-ethylcarbamoyl]-ethoxy}-phenyl)-propionic acid

Procedure

The title compound was prepared from (2S)-3-[3-(1-carboxy-1-methyl-ethoxy)-phenyl]-2-methoxy-propionic acid methyl ester (EXAMPLE 56, step 2) and 4-phenoxy-phenyl amine via the same procedure used for the preparation of (2S,1R)-2-ethoxy-3-(4-{1-[2-(4-phenoxy-phenyl)-ethylcarbamoyl]-ethoxy}-phenyl)-propionic acid (Example 1, step 3) to produce a colorless oil. MS (ES) for C28H31NO6 [M−H]−: 476.

Workup

  1. customto produce a colorless oil

Sources & evidence

ORD record
ord-b29e83fbe1054650a3bb37759d0735bc
Source dataset
uspto-grants-2007_05
Patent number
US07220880B2

Reaction notes

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