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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475435Generated: November 3, 2026

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

https://huagongshe.com/reaction/1475435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBenzyl bromoacetateHCID 62576—
Reactant(2R,5S)-2-Methyl-5-(2-oxo-pyrrolidin-1-ylmethyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 70981045—
SolventChloroformHCID 6212—
SolventAcetonitrileHCID 6342—
Product(2R,5S)-4-Benzyloxycarbonylmethyl-2-methyl-5-(2-oxo-pyrrolidin-1-ylmethyl)-piperazine-1-carboxylic acid tert-butyl esterHCID 7098061797.7%

Reaction Steps

To (2R,5S)-2-methyl-5-(2-oxo-pyrrolidin-1-ylmethyl)-piperazine-1-carboxylic acid tert-butyl ester (2.73 g, 9.19 mmol) and potassium carbonate (1.4 g, 10.1 mmol) in MeCN (9.8 mL) was added benzyl bromoacetate (2.11 g, 9.2 mmol) at room temperature. The reaction was stirred at this temperature for 18 h then diluted with chloroform, filtered and the filtrate concentrated. Chromatography (silica gel, gradient elution, 0-60%, EtOAc in petrol 40-60) gave the title compound (4 g). MS: [M+H]+=446.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018214B2
Source datasetuspto-grants-2015_04
ORD IDord-3be2e560d0f0448082cc2dba93691541
Source noteuspto-grants-2015_04