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

참여 물질

역할	이름	HCID	투입량
반응물	Cesium carbonate	HCID 10796	—
반응물	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
반응물	4-Methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate	HCID 10890188	—
반응물	tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate	HCID 49760149	—
촉매	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
생성물	tert-Butyl 2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate	HCID 86709453	—

반응 조건

온도	90 °C

반응 단계

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

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08952166B2
출처 데이터셋	uspto-grants-2015_02
ORD ID	ord-e9685b2a2e95443a9fb61ab2a2217a34
출처 메모	uspto-grants-2015_02