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

関与物質

役割	名称	HCID	仕込み量
反応物	Cesium carbonate	HCID 10796	—
反応物	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
反応物	4-Methyl-5-oxo-2,5-dihydrofuran-3-yl trifluoromethanesulfonate	HCID 10890188	—
反応物	tert-Butyl 1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate	HCID 49760149	—
触媒	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
生成物	tert-Butyl 2-(4-methyl-5-oxo-2,5-dihydrofuran-3-yl)-1-oxo-2,9-diazaspiro[5.5]undecane-9-carboxylate	HCID 86709453	—

反応条件

温度	90 °C

反応手順

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

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08952166B2
出典データセット	uspto-grants-2015_02
ORD ID	ord-e9685b2a2e95443a9fb61ab2a2217a34
出典メモ	uspto-grants-2015_02