1,2-Diaminocyclohexane → (S)-3-(1H-benzo[d]imidazol-6-yl)-4-(biphenyl-4-yl)oxazolidin-2-one

関与物質

役割	名称	HCID	仕込み量
反応物	1,2-Diaminocyclohexane	HCID 4610	—
反応物	Carbamic acid, ethyl ester	HCID 5641	—
反応物	Dimethylhydantoin	HCID 6491	—
反応物	Sodium Hydroxide	HCID 14798	—
反応物	p-Vinylbiphenyl	HCID 16883	—
反応物	Cesium fluoride	HCID 25953	—
反応物	4-Iodobenzene-1,2-diamine	HCID 11207049	—
反応物	1-((1R)-((2R,4R,5S)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)-4-((1R)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)phthalazine	HCID 51003674	—
触媒	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
溶媒	Ethyl orthoformate	HCID 31214	—
生成物	(S)-3-(1H-benzo[d]imidazol-6-yl)-4-(biphenyl-4-yl)oxazolidin-2-one	HCID 58228985	—

反応手順

The compound was synthesized starting from 4-vinylbiphenyl (1.55 g 8.6 mmol), ethyl carbamate (2.38 g, 26.7 mmol), 5,5-dimethylimidazolidine-2,4-dione (2.6 g, 13.2 mmol), (DHQ)2PHAL (0.402 g, 0.52 mmol), K2OsO4x2H2O (0.127 g, 0.34 mmol), 0.38 M aqueous NaOH (74 mL, 28 mmol), 4-iodobenzene-1,2-diamine (0.35 g, 1.5 mmol), copper(I) iodide (0.029 g, 0.15 mmol), cesium fluoride (0.456 g, 3 mmol), cyclohexane-1,2-diamine (0.018 mL, 0.15 mmol), triethyl orthoformate (10 ml) as described in method 5.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08486940B2
出典データセット	uspto-grants-2013_07
ORD ID	ord-c93325d0d6f54034b348d348ee8900df
出典メモ	uspto-grants-2013_07