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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466171Generated: November 3, 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-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one

https://huagongshe.com/reaction/1466171

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-4-methyl-5-(oxiran-2-yl)isobenzofuran-1(3H)-oneHCID 59568665—
Reactant1-[2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-oneHCID 89533484—
SolventEthanolHCID 702—
Product4-[(2S)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-1-[2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-oneHCID 117599282—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 1-[2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one (49 mg, 0.17 mmol) and 4-methyl-5-[(2S)-oxiran-2-yl]-2-benzofuran-1(3H)-one (64 mg, 0.34 mmol) in EtOH (2 mL) in a 5 mL microwave tube was heated to 150° C. for 2 hours. LC showed formation of the product, which was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 481 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-a224b26f73624c5391d9bec45f743e28
Source noteuspto-grants-2015_04