Triethylamine → (S)3-{[2-Benzyloxycarbonylamino-3-(1-trityl-1H-imidazol-4-yl)-propionyl]-tert-butoxycarbonylmethyl-amino}-propionic acid methyl ester

참여 물질

역할	이름	HCID	투입량
반응물	Triethylamine	HCID 8471	—
반응물	Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 2733084	—
반응물	Methyl 3-((2-(tert-butoxy)-2-oxoethyl)amino)propanoate	HCID 14845245	—
반응물	Z-His(Trt)-OH	HCID 15545280	—
용매	Acetonitrile	HCID 6342	—
용매	Dichloromethane	HCID 6344	—
생성물	(S)3-{[2-Benzyloxycarbonylamino-3-(1-trityl-1H-imidazol-4-yl)-propionyl]-tert-butoxycarbonylmethyl-amino}-propionic acid methyl ester	HCID 69904971	94%

반응 단계

To a solution of the compound from Step 1 (0.434 g, 2 mmol) in methylene chloride (10 mL) was added Cbz-His(Trt)-OH (1.062 g, 2 mmol), triethylamine (0.8 mL, 5.7 mmol) and HBTU (0.758 g, 2 mmol) dissolved in acetonitrile (10 mL). The reaction mixture was stirred overnight at room temperature. The solution was concentrated, the residue taken up in ethyl acetate and washed three times with saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated in vacuo. Chromatography was carried out on silica gel, using 30% hexanes in ethyl acetate as eluent, to give an oil; 1.38 g (94% yield). MS-APCI: M+1=732.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US06369034B1
출처 데이터셋	uspto-grants-2002_04
ORD ID	ord-7b8cf208f08d49fab90c7b5c1af1990d
출처 메모	uspto-grants-2002_04