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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732219Generated: October 30, 2026

Water → 3-[4-[[4-[[(2-Phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzyl]oxy]phenyl]propanoic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester

https://huagongshe.com/reaction/732219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Chloromethyl)-5-methyl-1,3-dioxol-2-oneHCID 9855518—
Reactant3-[4-[[4-[[(2-Phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzyl]oxy]phenyl]propanoic acidHCID 11168807—
SolventDimethylformamideHCID 6228—
Product3-[4-[[4-[[(2-Phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzyl]oxy]phenyl]propanoic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl esterHCID 5783792732.3%

Reaction Steps

A solution of 3-[4-[[4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzyl]oxy]phenyl]propanoic acid (450 mg, 0.82 mmol), 4-(chloromethyl)-5-methyl-1,3-dioxol-2-one (146 mg, 0.99 mmol) and potassium carbonate (170 mg, 1.23 mmol) in N,N-dimethylformamide (10 mL) was stirred at room temperature for 5 hr. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (175 mg, yield 32%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585880B2
Source datasetuspto-grants-2009_09
ORD IDord-440110e4ea33468f95f3ebe8ec9c401a
Source noteuspto-grants-2009_09