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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432907Generated: November 1, 2026

Ethyl Acetate → (2S, 6R)-2,6-Dimethyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1432907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTrisodium PhosphateHCID 24243—
ReactantPotassium PersulfateHCID 24412—
Reactant(2S,6R)-4-(2,4-Dimethoxy-benzyl)-2,6-dimethyl-3-oxo-piperazine-1-carboxylic acid benzyl esterHCID 57286616—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product(2S, 6R)-2,6-Dimethyl-3-oxo-piperazine-1-carboxylic acid benzyl esterHCID 5705037767%

Reaction Conditions

Temperature97.5 °C

Reaction Steps

(2S,6R)-4-(2,4-Dimethoxy-benzyl)-2,6-dimethyl-3-oxo-piperazine-1-carboxylic acid benzyl ester (1.13 g, 2.74 mmol) is dissolved in 20 mL of acetonitrile. An aqueous solution of potassium persulfate (2.2 g, 8.23 mmol) and sodium phosphate (2.3 g, 16.5 mmol) in 12 mL of H2O is added, and the resulting mixture is heated to 95-100° C. for two hours. After cooling to room temperature, ethyl acetate (200 mL) is used to extract the aqueous layer and dried over magnesium sulfate. The residue after filtration and concentration is chromatographed (SiO2, 60% ethyl acetate/hexane) to give (2S, 6R)-2,6-Dimethyl-3-oxo-piperazine-1-carboxylic acid benzyl ester (480 mg, 67% yield) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612075B2
Source datasetuspto-grants-2009_11
ORD IDord-cc1b5fd97a134c39b00a8eac1afe0fae
Source noteuspto-grants-2009_11