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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456022Generated: October 30, 2026

Trifluoroacetic acid → 2-[(4-{2-[(4'-Fluorobiphenyl-4-yl)oxy]-1-hydroxyethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid

https://huagongshe.com/reaction/456022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-[(4-{2-[(4'-Fluorobiphenyl-4-yl)oxy]-1-hydroxyethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl esterHCID 58451401—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
Product2-[(4-{2-[(4'-Fluorobiphenyl-4-yl)oxy]-1-hydroxyethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acidHCID 4620941558%

Reaction Steps

2-[(4-{2-[(4′-Fluorobiphenyl-4-yl)oxy]-1-hydroxyethyl}-1,3-thiazol-2-yl)thio]-2-methylpropionic acid tert-butyl ester (877 mg) obtained in Example 2-2 was dissolved in methylene chloride (3 mL), trifluoroacetic acid (3 mL) was added and the mixture was stirred at room temperature overnight. The solvent was evaporated and the obtained residue was dissolved in ethyl acetate (30 mL), washed successively with water and saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue was applied to column chromatography (Moritex Corporation Purif Pack SI 60 μm size 200 was used. elution solvent: hexane/ethyl acetate=7/3→0/10). The solvent was evaporated from the obtained fraction containing the object product to give a white solid. This was dissolved in a mixed solvent of hexane and ethyl acetate with heating, and the mixture was cooled to allow precipitation of a solid to give the title compound (450.6 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497382B2
Source datasetuspto-grants-2013_07
ORD IDord-33ab561cd88547abb0d6ba96737cf1df
Source noteuspto-grants-2013_07