Lithium Hydroxide → (S)-3-{2,6-dimethyl-4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-2-ethoxy-propionic acid

HRID 394366Notes

Reaction equation

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

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 68616598(S)-3-{2,6-dimethyl-4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-2-ethoxy-propionic acid methyl ester

Product 1

HCID 68616667(S)-3-{2,6-dimethyl-4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-2-ethoxy-propionic acid

Procedure

In analogy to the procedure described in example 10 d], (S)-3-{2,6-dimethyl-4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-2-ethoxy-propionic acid methyl ester was treated with LiOH to obtain (S)-3-{2,6-dimethyl-4-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-2-ethoxy-propionic acid as yellow solid.

Workup

customdescribed in example 10 d

Sources & evidence

ORD record: ord-0f56c924b97849958e73da3d0e38acdf
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06809110B2

Reaction notes

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