Sodium Hydroxide → (2S)-2-Methoxy-3-{4-[3-(4'-trifluoromethoxy-biphenyl-4-yloxy)-propoxy]-phenyl}-propionic acid

HRID 459238Notes

Reaction equation

HRID 459238 reaction equation
C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16]Br)=[CH:9][CH:8]=1)C.[F:21][C:22]([F:38])([F:37])[O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=2)=[CH:26][CH:25]=1.[OH-].[Na+]>>[CH3:19][O:18][C@@H:5]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:36][C:33]2[CH:34]=[CH:35][C:30]([C:27]3[CH:28]=[CH:29][C:24]([O:23][C:22]([F:21])([F:37])[F:38])=[CH:25][CH:26]=3)=[CH:31][CH:32]=2)=[CH:11][CH:12]=1)[C:4]([OH:3])=[O:20]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 120087344-(4-Trifluoromethoxyphenyl)phenolHCID 58822859(2S)-3-[4-(3-Bromopropoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

Product 1

HCID 58822655(2S)-2-Methoxy-3-{4-[3-(4'-trifluoromethoxy-biphenyl-4-yloxy)-propoxy]-phenyl}-propionic acid

Procedure

(2S)-3-[4-(3-Bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester from Example 173, Step A was treated with 4′-Trifluoromethoxy-biphenyl-4-ol from Step A under the Standard Procedure J. The compound thus obtained was allowed to react under Standard hydrolysis procedure C (NaOH) to give the title compound. MS(ES) for C26H25F3O6 [M+NH4]+: 508, [M+Na]+: 513.

Workup

  1. customThe compound thus obtained

Sources & evidence

ORD record
ord-4e088b10a29f42fe809a3b9a41310519
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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