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

関与物質

役割	名称	HCID	仕込み量
反応物	Triethylamine	HCID 8471	—
反応物	Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 2733084	—
反応物	Methyl 3-((2-(tert-butoxy)-2-oxoethyl)amino)propanoate	HCID 14845245	—
反応物	Z-His(Trt)-OH	HCID 15545280	—
溶媒	Acetonitrile	HCID 6342	—
溶媒	Dichloromethane	HCID 6344	—
生成物	(S)3-{[2-Benzyloxycarbonylamino-3-(1-trityl-1H-imidazol-4-yl)-propionyl]-tert-butoxycarbonylmethyl-amino}-propionic acid methyl ester	HCID 69904971	94%

反応手順

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.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US06369034B1
出典データセット	uspto-grants-2002_04
ORD ID	ord-7b8cf208f08d49fab90c7b5c1af1990d
出典メモ	uspto-grants-2002_04