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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466178Generated: October 31, 2026

(S)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-one → 4-[(2S)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-1-[2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one

https://huagongshe.com/reaction/1466178

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-oneHCID 59568665—
Reactant1-[2-(1,3-Dihydro-4-methyl-1-oxo-5-isobenzofuranyl)ethyl]-2-piperazinoneHCID 89533477—
SolventEthanolHCID 702—
Product4-[(2S)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-1-[2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-oneHCID 117599515—

Reaction Conditions

Temperature100 °C

Reaction Steps

A sealed tube containing 1-[2-(4-Methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one (60 mg, 0.19 mmol) and 4-methyl-5-[(2S)-oxiran-2-yl]-2-benzofuran-1(3H)-one dissolved in 1 mL of EtOH was heated to 100° C. overnight. After 16 hrs the solvent was removed and the material purified via flash chromatography to give desired product. LC-MS (IE, m/z): 465 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-6e24167c0b25476fad7496bb066b107a
Source noteuspto-grants-2015_04