Furan-2-carboxylic acid (4-hydroxy-phenyl)-amide → HCID 58823035, compound

HRID 459388Notes

Reaction equation

HRID 459388 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.[OH:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28]([C:30]2[O:31][CH:32]=[CH:33][CH:34]=2)=[O:29])=[CH:23][CH:22]=1.CO[C@@H](CC1C=CC(OCCCOC2C=CC=CC=2)=CC=1)C(O)=O>>[O:31]1[CH:32]=[CH:33][CH:34]=[C:30]1[C:28]([NH:27][C:24]1[CH:23]=[CH:22][C:21]([O:20][CH2:15][CH2:14][O:13][C:10]2[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:17][CH3:18])[C:4]([OH:3])=[O:19])=[CH:12][CH:11]=2)=[CH:26][CH:25]=1)=[O:29]

Participants

4

Reactant 3

HCID 747955Furan-2-carboxylic acid (4-hydroxy-phenyl)-amideHCID 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 58823035HCID 58823035, compound

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 furan-2-carboxylic acid (4-hydroxy-phenyl)-amide 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 C23H23NO7 [M+H]+: 426.3.

Workup

  1. customto produce a white solid

Sources & evidence

ORD record
ord-80c886500a474c7c8584e54abff794bc
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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