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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848532Generated: October 30, 2026

4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one → 8-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one

https://huagongshe.com/reaction/1848532

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-oneHCID 59568646—
Reactant2-(5-Oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-oneHCID 86709450—
SolventEthanolHCID 702—
Product8-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-(5-oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-oneHCID 72949907—

Reaction Conditions

Temperature145 °C

Reaction Steps

2-(5-Oxo-2,5-dihydrofuran-3-yl)-2,8-diazaspiro[4.5]decan-1-one (I-16, 200 mg, 0.846 mmol) was combined with 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1(3H)-one (I-4B) (177 mg, 0.931 mmol) in ethanol (5 mL) and heated in a microwave apparatus at 145° C. for 3 hours. The solvent was removed and the residue was purified by preparative TLC, eluting with 25% methanol/EtOAc to afford the title compound. LC-MS (IE, m/z): 427 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952166B2
Source datasetuspto-grants-2015_02
ORD IDord-3635a8ec546d44c5b748a4a3681b032d
Source noteuspto-grants-2015_02