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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967848Generated: November 1, 2026

Water → tert-Butyl N-[4-(2-furyl)-5-(1-oxotetrahydrothiopyran-4-ylcarbonyl)thiazol-2-yl]carbamate

https://huagongshe.com/reaction/1967848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactanttert-Butyl N-[4-(2-furyl)-5-(tetrahydrothiopyran-4-ylcarbonyl)thiazol-2-yl]carbamateHCID 23144236—
SolventChloroformHCID 6212—
Producttert-Butyl N-[4-(2-furyl)-5-(1-oxotetrahydrothiopyran-4-ylcarbonyl)thiazol-2-yl]carbamateHCID 2314410969%

Reaction Steps

Compound 587 (500 mg, 1.27 mmol) was dissolved in chloroform (13 mL), and m-chloroperbenzoic acid (219 mg, 1.27 mmol) was added thereto, followed by stirring at room temperature for 3 hours. The reaction mixture was poured into water, followed by extraction with chloroform. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (ethyl acetate) to afford the entitled Compound 591 (359 mg, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420827B2
Source datasetuspto-grants-2013_04
ORD IDord-ade34472ad9847468f87813d703e0a43
Source noteuspto-grants-2013_04