4-Methylmorpholine → [2-(1-Carbamoyl-3-methyl-butylcarbamoyl)-cyclohexyl]-carbamic acid benzyl ester

참여 물질

역할	이름	HCID	투입량
반응물	4-Methylmorpholine	HCID 7972	—
반응물	1-Hydroxybenzotriazole	HCID 75771	—
반응물	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
반응물	Leucinamide hydrochloride	HCID 2733199	—
반응물	2-(((Benzyloxy)carbonyl)amino)cyclohexane-1-carboxylic acid	HCID 12512607	—
용매	Water	HCID 962	—
용매	Dimethylformamide	HCID 6228	—
용매	Ethyl Acetate	HCID 8857	—
생성물	[2-(1-Carbamoyl-3-methyl-butylcarbamoyl)-cyclohexyl]-carbamic acid benzyl ester	HCID 20732578	92%

반응 단계

To a solution of the carboxylic acid of step 2 (10.2 g, 36.9 mmol), L-Leucineamide hydrochloride (6.18 g, 40.5 mmol), EDCI hydrochloride (5.48 g, 40.6 mmol), and HOBT (5.48 g, 40.6 mmol) in 100 mL of anhydrous DMF, was added N-methylmorpholine (12.0 mL, 109 mmol). The reaction mixture was stirred at ambient temperature for 24 h, then added 300 mL of water and 400 mL of ethyl acetate. The organic layer was separated and washed with two 300 mL portions of a 0.5 M HCl solution, 300 mL of water, then dried over sodium sulfate, filtered and recrystallized from ethyl acetate/hexanes to give 13.2 g of [2-(1-Carbamoyl-3-methyl-butylcarbamoyl)-cyclohexyl]-carbamic acid benzyl ester as a white solid. Yield: 92%, MS: 412 (M+Na+), mp=188.0-189.5° C.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07300934B2
출처 데이터셋	uspto-grants-2007_11
ORD ID	ord-95405e0e563a469eb3166cb1f21fa5ae
출처 메모	uspto-grants-2007_11