4-Ethylphenethylamine → 3-(3-{[2-(4-Ethyl-phenyl)-ethylcarbamoyl]-methoxy}-phenyl)-2-methoxy-propionic acid

HRID 1353210Notes

Reaction equation

HRID 1353210 reaction equation
C[O:2][C:3](=[O:19])[CH:4]([O:17][CH3:18])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH2:13][C:14]([OH:16])=O)[CH:7]=1.[CH2:20]([C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][NH2:30])=[CH:24][CH:23]=1)[CH3:21].C(O[C@@H](CC1C=CC(O[C@@H](C(=O)NCCC2C=CC(OC3C=CC=CC=3)=CC=2)C)=CC=1)C(O)=O)C>>[CH2:20]([C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][NH:30][C:14]([CH2:13][O:12][C:8]2[CH:7]=[C:6]([CH2:5][CH:4]([O:17][CH3:18])[C:3]([OH:2])=[O:19])[CH:11]=[CH:10][CH:9]=2)=[O:16])=[CH:24][CH:23]=1)[CH3:21]

Participants

4

Reactant 3

HCID 1440474-EthylphenethylamineHCID 9847886(2S,1R)-2-ethoxy-3-(4-{1-[2-(4-phenoxy-phenyl)-ethylcarbamoyl]-ethoxy}-phenyl)propionic acidHCID 586466103-(3-Carboxymethoxy-phenyl)-2-methoxy-propionic acid methyl ester

Product 1

HCID 231327663-(3-{[2-(4-Ethyl-phenyl)-ethylcarbamoyl]-methoxy}-phenyl)-2-methoxy-propionic acid

Procedure

The title compound was prepared from 3-(3-carboxymethoxy-phenyl)-2-methoxy-propionic acid methyl ester (PREPARATION 4, step 2) and 2-(4-ethyl-phenyl)-ethylamine 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 C22H27NO5 [M+H]+: 386.

Workup

  1. customto produce a colorless oil

Sources & evidence

ORD record
ord-6ae119d3c44745ffa79f37b21854852a
Source dataset
uspto-grants-2007_05
Patent number
US07220880B2

Reaction notes

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