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

HRID 394385Notes

Reaction equation

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

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 68616135HCID 68616135, compound

Product 1

HCID 226474703-(4-{Cyclopropyl-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methoxy}-2-methyl-phenyl)-2-ethoxy-propionic acid

Procedure

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

Workup

customdescribed in example 10 d

Sources & evidence

ORD record: ord-750e4de8d0e84161a19bb9ab88e18091
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06809110B2

Reaction notes

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