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HRID 1848445Erstellt: 24. Oktober 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/de/reaction/1848445

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Edukt4-Methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonateHCID 10890188—
Edukttert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylateHCID 49760149—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Produkttert-Butyl 2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylateHCID 86709453—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

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

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08952166B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-e9685b2a2e95443a9fb61ab2a2217a34
Quellennotizuspto-grants-2015_02