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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352887Generated: October 26, 2026

Dimethylformamide → 1,4-Bis(tert-butoxycarbonyl)-2-[2-(2-oxo-1,3-oxazolan-3-yl)ethyl]piperazine

https://huagongshe.com/reaction/352887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant1,4-Di(tert-butoxycarbonyl)-2-(2-tosyloxyethyl)piperazineHCID 22711082—
Reactant2H-1,3-oxazol-2-id-4-oneHCID 53249566—
Product1,4-Bis(tert-butoxycarbonyl)-2-[2-(2-oxo-1,3-oxazolan-3-yl)ethyl]piperazineHCID 22710335—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a suspension of sodium hydride (60%, 57 mg) in N,N-dimethylformamide (20 ml), 2-oxazolidone (0.122 g) was added, followed by stirring at 90° C. for 1 hour. A solution of 1,4-di(tert-butoxycarbonyl)-2-(2-tosyloxyethyl)piperazine (0.686 g) in N,N-dimethylformamide (15 ml) was added to the reaction mixture. The resulting mixture was stirred at 90° C. for 4 hours. The reaction mixture was concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed with water and saturated aqueous NaCl solution, dried over magnesium sulfate and concentrated under reduced pressure, whereby the title compound (0.515 g) was obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747023B1
Source datasetuspto-grants-2004_06
ORD IDord-59807eee1f5342afa1c3ee2d39fe6bea
Source noteuspto-grants-2004_06