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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582484Generated: October 31, 2026

Triethylamine → HCID 86754247, compound

https://huagongshe.com/reaction/582484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
ReactantProline benzyl ester hydrochlorideHCID 2733413—
ReactantHCID 67554200HCID 67554200—
SolventDimethyl SulfoxideHCID 679—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
ProductHCID 86754247HCID 8675424722.3%

Reaction Conditions

Temperature-15 °C

Reaction Steps

To solution of sodium 2-(7-oxo-4-oxa-1-azabicyclo [3,2,0] heptan-3-yl)-acetate (194 mg, 1 mmol) in 2 ml of DMSO and 10 ml of dichloromethane, ethyl chloroformate (109 mg, 1 mmol) was added at -15° C. After stirring at -15° C. for 30 mins, a precooled (ca. -10° C.) solution of L-proline benzyl ester hydrochloride (242 mg, 1 mmol), triethylamine (110 mg, 1.1 mmol) in chloroform (8 ml) was added at -10° C. The resulting mixture was stirred at -10 to 0° C. for 2 hrs and at room temperature overnight, and then diluted with chloroform, washed with water, dried over sodium sulfate. After removal of solvent, the residue was purified by silica gel column chromatography using hexane-ethyl acetate (1:2) as eluent and 80 mg of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05925633
Source datasetuspto-grants-1999_07
ORD IDord-aa034d6665ef45d08c50f362d4641444
Source noteuspto-grants-1999_07