Diisopropylethylamine → (S)[[2-Benzyloxycarbonylamino-3-(1-trityl-1H-imidazol-4-yl)-propionyl]-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetic acid methyl ester

참여 물질

역할	이름	HCID	투입량
반응물	Diisopropylethylamine	HCID 81531	—
반응물	HOAt	HCID 181649	—
반응물	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
반응물	Methyl (2-((tert-butoxycarbonyl)amino)ethyl)glycinate	HCID 10889780	—
반응물	Z-His(Trt)-OH	HCID 15545280	—
용매	Dimethylformamide	HCID 6228	—
용매	Dichloromethane	HCID 6344	—
생성물	(S)[[2-Benzyloxycarbonylamino-3-(1-trityl-1H-imidazol-4-yl)-propionyl]-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetic acid methyl ester	HCID 69904020	97%

반응 단계

The product from Step 1 (0.67 g, 2.5 mmol) was dissolved in methylene chloride (10 mL) and Cbz-His(Trt)-OH (1.46 g, 2.75 mmol) was then added, followed by diisopropylethylamine (1.3 mL, 7.5 mmol), HATU (1.05 g, 2.76 mmol), HOAt (0.374 g, 2.75 mmol), and dimethylformamide (10 mL). The reaction 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 to give a white solid; 1.8 g (97% yield). MS-APCI: M+1=747.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US06369034B1
출처 데이터셋	uspto-grants-2002_04
ORD ID	ord-9fc0a3a4702141aead5356724a700604
출처 메모	uspto-grants-2002_04