Lithium Hydroxide → 2-(4-{Cyclopropyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methoxy}-2-methyl-benzyl)-butyric acid

HRID 394400Notes

Reaction equation

HRID 394400 reaction equation
C([O:3][C:4](=[O:37])[CH:5]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH:16]([CH:33]2[CH2:35][CH2:34]2)[C:17]2[S:21][C:20]([C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)=[N:19][C:18]=2[CH3:32])=[CH:11][C:10]=1[CH3:36])[CH2:6][CH3:7])C.[Li+].[OH-]>>[CH:33]1([CH:16]([C:17]2[S:21][C:20]([C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=3)=[N:19][C:18]=2[CH3:32])[O:15][C:12]2[CH:13]=[CH:14][C:9]([CH2:8][CH:5]([CH2:6][CH3:7])[C:4]([OH:37])=[O:3])=[C:10]([CH3:36])[CH:11]=2)[CH2:35][CH2:34]1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 686166872-(4-{Cyclopropyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methoxy}-2-methyl-benzyl)-butyric acid ethyl ester

Product 1

HCID 226475872-(4-{Cyclopropyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methoxy}-2-methyl-benzyl)-butyric acid

Procedure

In analogy to the procedure described in example 10 d], 2-(4-{cyclopropyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methoxy}-2-methyl-benzyl)-butyric acid ethyl ester (mixture of two diastereomeric racemates) was treated with LiOH to obtain 2-(4-{cyclopropyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methoxy}-2-methyl-benzyl)-butyric acid as a mixture of two diastereomeric racemates as colorless liquid.

Workup

  1. customdescribed in example 10 d

Sources & evidence

ORD record
ord-d7e3d8a0780747028a1df719d975db4b
Source dataset
uspto-grants-2004_10
Patent number
US06809110B2

Reaction notes

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