Lithium Hydroxide → HCID 22647480, compound

HRID 394391Notes

Reaction equation

C([O:3][C:4](=[O:43])[CH:5]([O:40][CH2:41][CH3:42])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH:14]([C:23]2[S:27][C:26]([C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][CH:29]=3)=[N:25][C:24]=2[CH3:38])[CH2:15][CH2:16][CH:17]2[O:22][CH2:21][CH2:20][CH2:19][O:18]2)=[CH:9][C:8]=1[CH3:39])C.[Li+].[OH-]>>[O:22]1[CH2:21][CH2:20][CH2:19][O:18][CH:17]1[CH2:16][CH2:15][CH:14]([C:23]1[S:27][C:26]([C:28]2[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:35])[F:36])=[CH:30][CH:29]=2)=[N:25][C:24]=1[CH3:38])[O:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH:5]([O:40][CH2:41][CH3:42])[C:4]([OH:43])=[O:3])=[C:8]([CH3:39])[CH:9]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 68616170HCID 68616170, compound

Product 1

HCID 22647480HCID 22647480, compound

Procedure

In analogy to the procedure described in example 10 d], 3-(4-{3-[1,3]dioxan-2-yl-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propoxy}-2-methyl-phenyl)-2-ethoxy-propionic acid ethyl ester (mixture of two diastereomeric racemates) was treated with LiOH to obtain 3-(4-{3-[1,3] dioxan-2-yl-1-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propoxy}-2-methyl-phenyl)-2-ethoxy-propionic acid as a mixture of two diastereomeric racemates as colorless liquid.

Workup

customdescribed in example 10 d

Sources & evidence

ORD record: ord-8f6e122947734768aba0df06f8032882
Source dataset: uspto-grants-2004_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06809110B2

Reaction notes

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