Urea → O-(tert-Butyloxycarbonyl-N,O-dimethyl-L-tyrosyl)-N-benzyloxycarbonyl-L-threonine phenacyl ester

https://huagongshe.com/reaction/1720093

참여 물질

역할	이름	HCID	투입량
반응물	Urea	HCID 1176	—
반응물	Dicyclohexylcarbodiimide	HCID 10868	—
반응물	N-Boc-N-methyl-4-methoxy-L-phenylalanine	HCID 7016369	—
반응물	N-Benzyloxycarbonyl-L-threonine phenacyl ester	HCID 54036068	—
촉매	4-(Dimethylamino)pyridine	HCID 14284	—
용매	Dichloromethane	HCID 6344	—
생성물	O-(tert-Butyloxycarbonyl-N,O-dimethyl-L-tyrosyl)-N-benzyloxycarbonyl-L-threonine phenacyl ester	HCID 54209715	—

반응 조건

온도	-30 °C

반응 단계

2.00 g (5.38 mmol) of (8), 1.67 g (5.4 mmol) of (9) and 70 mg (0.54 mmol) of DMAP were dissolved in 20 ml of CH2Cl2 and cooled to -30° C., and 1.13 g (5.5 mmol) of DCC were added. The mixture .was allowed to reach RT overnight, the urea was filered off, the filtrate was concentrated, the residue was taken up in ether and left to stand for 1 h, and the urea was again filtered off. Sufficiently pure peptolide (10) was obtained by filtration through silica gel with PE/EA 7/3. Yield: 3.5 g (5.28 mmol, 98%), α!D20 =28.7° (c=0.96, CHCl3)

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US05504189
출처 데이터셋	uspto-grants-1996_04
ORD ID	ord-11930512da894a79b50f7e176364c371
출처 메모	uspto-grants-1996_04