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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501764Generated: October 25, 2026

Cesium carbonate → tert-Butyl 2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate

https://huagongshe.com/reaction/1501764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant4-Methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonateHCID 10890188—
Reactanttert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylateHCID 49760149—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Producttert-Butyl 2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylateHCID 86709453—

Reaction Conditions

Temperature90 °C

Reaction Steps

A microwave vial was charged with commercially available tert-butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate (Shanghai AQ BioPharma Co., Ltd, catalog #ABP3640, 100 mg, 0.373 mmol), 4-methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate (110 mg, 0.447 mmol), Pd2(dba)3 (17 mg, 0.019 mmol), Xantphos (32 mg, 0.056 mmol), and cesium carbonate (182 mg, 0.559 mmol). The vial was sealed, degassed, and filled with toluene (1.5 mL). The reaction mixture was heated at 90° C. overnight, and was filtered through CELITE®. The filtrate was evaporated to give the crude product, which was purified by column chromatography (0-10% MeOH/DCM) to afford the title compound. LC/MS: [(M+1−56)]+=309

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206198B2
Source datasetuspto-grants-2015_12
ORD IDord-90be4370d93e469badf33d0762d74801
Source noteuspto-grants-2015_12