Lithium Hydroxide → 2-Ethoxy-3-(2-methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methoxy}-phenyl)-propionic acid

HRID 394389Notes

Reaction equation

HRID 394389 reaction equation
C([O:3][C:4](=[O:41])[CH:5]([O:38][CH2:39][CH3:40])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]([C:21]2[S:25][C:24]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)=[N:23][C:22]=2[CH3:36])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:9][C:8]=1[CH3:37])C.[Li+].[OH-]>>[CH2:39]([O:38][CH:5]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]([C:21]2[S:25][C:24]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:33])([F:34])[F:35])=[CH:28][CH:27]=3)=[N:23][C:22]=2[CH3:36])[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:9][C:8]=1[CH3:37])[C:4]([OH:41])=[O:3])[CH3:40]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 686161652-Ethoxy-3-(2-methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methoxy}-phenyl)-propionic acid ethyl ester

Product 1

HCID 226474082-Ethoxy-3-(2-methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methoxy}-phenyl)-propionic acid

Procedure

In analogy to the procedure described in example 10 d], 2-ethoxy-3-(2-methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methoxy}-phenyl)-propionic acid ethyl ester (mixture of two diastereomeric racemates) was treated with LiOH to obtain 2-ethoxy-3-(2-methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methoxy}-phenyl)-propionic acid as a mixture of two diastereomeric racemates as off-white gum.

Workup

  1. customdescribed in example 10 d

Sources & evidence

ORD record
ord-ba3e6519cc824013a055ad6254fb1030
Source dataset
uspto-grants-2004_10
Patent number
US06809110B2

Reaction notes

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