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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888295Generated: October 26, 2026

Hydrochloric Acid → ethyl 2-({2-[(4R)-4-formyl-2-oxo-1,3-oxazolidin-3-yl]ethyl}thio)-1,3-thiazole-4-carboxylate

https://huagongshe.com/reaction/1888295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactantethyl 2-({2-[(4S)-4-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]ethyl}thio)-1,3-thiazol-4-carboxylateHCID 66858106—
SolventDimethyl SulfoxideHCID 679—
Productethyl 2-({2-[(4R)-4-formyl-2-oxo-1,3-oxazolidin-3-yl]ethyl}thio)-1,3-thiazole-4-carboxylateHCID 86650055100%

Reaction Steps

To a solution of the compound 4 (338 mg) in dimethylsulfoxide (3.40 mL)/ethyl acetate (6.80 mL) were added triethylamine (1.00 mL) and sulfur trioxide-pyridine complex (650 mg) at 10° C. and the solution was stirred at room temperature for 1 hour. To the reaction solution was added 1N hydrochloric acid and the solution was extracted with ethyl acetate. The organic layer was washed water and brine, dried over anhydrous sodium sulfate and concentrated to give the title compound (336 mg) having the following physical data. The compound was used in the next reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501793B2
Source datasetuspto-grants-2013_08
ORD IDord-c3fecfe31d41473b92cfa64be0e78898
Source noteuspto-grants-2013_08