Triethylamine → N-[(2S,6R)-4-(Cyclopropylmethyl)-5-oxo-2-phenyl-1,4-oxazepan-6-yl]-4-(2-oxo-1,2,4,5-tetrahydro-3H-1,3-benzodiazepin-3-yl)piperidine-1-carboxamide

참여 물질

역할	이름	HCID	투입량
반응물	Triethylamine	HCID 8471	—
반응물	Diisopropylethylamine	HCID 81531	—
반응물	4-Nitrophenyl chloroformate	HCID 82129	—
반응물	3-piperidin-1-ium-4-yl-4,5-dihydro-1H-1,3-benzodiazepin-2-one chloride	HCID 18451925	—
반응물	(2S,6R)-6-amino-4-(cyclopropylmethyl)-2-phenyl-1,4-oxazepan-5-one	HCID 60037869	—
용매	Dichloromethane	HCID 6344	—
용매	Tetrahydrofuran	HCID 8028	—
생성물	N-[(2S,6R)-4-(Cyclopropylmethyl)-5-oxo-2-phenyl-1,4-oxazepan-6-yl]-4-(2-oxo-1,2,4,5-tetrahydro-3H-1,3-benzodiazepin-3-yl)piperidine-1-carboxamide	HCID 11341579	79%

반응 조건

온도	50 °C

반응 단계

Triethylamine (0.011 mL, 0.081 mmol) was added to a solution of (2S,6R)-6-amino-4-(cyclopropylmethyl)-2-phenyl-1,4-oxazepan-5-one (21 mg, 0.081 mmol) and 4-nitrophenyl chloroformate (16 mg, 0.081 mmol) in tetrahydrofuran (1 mL) at 0° C. After 30 min, diisopropylethylamine (0.042 mL, 0.242 mmol), 4-(2-oxo-1,2,4,5-tetrahydro-3H-1,3-benzodiazepin-3-yl)piperidinium chloride (23 mg, 0.081 mmol), and dichloromethane (1 mL) were added and the mixture heated to 50° C. After 1 h, the mixture was allowed to cool to ambient temperature and concentrated. Purification by silica gel chromatography (100% dichloromethane→95% dichloromethane/methanol) gave the title compound (34 mg). MS 532 (M+1).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07205292B2
출처 데이터셋	uspto-grants-2007_04
ORD ID	ord-25f891b1b86d4611bbc13b21676ab193
출처 메모	uspto-grants-2007_04