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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914286Generated: October 27, 2026

Water → 2-Methyl-2-{[4-(2-phthalimidoethyl)-1,3-thiazol-2-yl]thio}propionic acid tert-butyl ester

https://huagongshe.com/reaction/914286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhthalimide potassium saltHCID 24194345—
Reactant2-Methyl-2-[(4-{2-[(methylsulfonyl)oxy]ethyl}-1,3-thiazol-2-yl)thio]propionic acid tert-butyl esterHCID 59759298—
SolventDimethylformamideHCID 6228—
Product2-Methyl-2-{[4-(2-phthalimidoethyl)-1,3-thiazol-2-yl]thio}propionic acid tert-butyl esterHCID 5975882898.1%

Reaction Conditions

Temperature85 °C

Reaction Steps

2-Methyl-2-[(4-{2-[(methylsulfonyl)oxy]ethyl}-1,3-thiazol-2-yl)thio]propionic acid tert-butyl ester (123 g) synthesized in Example 5 was dissolved in N,N-dimethylformamide (800 mL), potassium phthalimide (59.7 g) was added thereto and the mixture was stirred for 2 hr at 85° C. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=3:1) to give the title compound (136 g) as a slightly yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026370B2
Source datasetuspto-grants-2011_09
ORD IDord-36248a033ac34f8f8f89840ed745fc8f
Source noteuspto-grants-2011_09