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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475470Generated: November 2, 2026

Potassium Carbonate → (2R,5S)-4-Benzyl-2-methyl-5-(2-oxo-oxazolidin-3-ylmethyl)-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1475470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-OxazolidinoneHCID 73949—
Reactanttert-butyl (2R,5R)-4-benzyl-5-(chloromethyl)-2-methylpiperazine-1-carboxylateHCID 86724019—
SolventAcetonitrileHCID 6342—
Product(2R,5S)-4-Benzyl-2-methyl-5-(2-oxo-oxazolidin-3-ylmethyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 7098054678.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

K2CO3 (610 mg, 4.4 mmol), KI (730 mg, 4.4 mmol) and oxazolidinone (170 mg, 2.2 mmol) were added to a solution of (2R,5R)-4-benzyl-5-chloromethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester (500 mg, 1.47 mmol) in acetonitrile (10 mL). The reaction was stirred at 60° C. for 3 days. The solids were filtered off and the solvent was removed in vacuo. Chromatography (40% EtOAc in petrol) gave the title compound (450 mg) as a white solid, MS: [M+H]+=390.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018214B2
Source datasetuspto-grants-2015_04
ORD IDord-072f9e6939a944b8958e47db31b564c7
Source noteuspto-grants-2015_04