反应 #8632

反应方程式

2-acetylamino-N-[2-[2-(1-benzyl-1H-imidazol-4-ylmethyl)-5-naphthalen-2-ylmethyl-3-oxo-piperazin-1-yl]-1-(4-fluorobenzyl)-2-oxo-ethyl]-3-(4-hydroxyphenyl)propionamide

Cyclohexene

cyclohexene

→

desired product

2-acetylamino-N-{1-(4-fluorobenzyl)-2-[2-(1H-imidazol-4-ylmethyl)-5-naphthalen-2-ylmethyl-3-oxo-piperazin-1-yl]-2-oxo-ethyl]-3-(4-hydroxyphenyl)propionamide

溶剂

ethanol acetic acid

反应条件

后处理

1. 1
   温度is cooled
2. 2
   过滤filtered through Celite
3. 3
   其他to remove the catalyst
4. 4
   浓缩The filtrate is concentrated in vacuo
5. 5
   其他to afford an oil which
6. 6
   其他is purified by reverse phase C18 prep HPLC

实验过程

2-acetylamino-N-[2-[2-(1-benzyl-1H-imidazol-4-ylmethyl)-5-naphthalen-2-ylmethyl-3-oxo-piperazin-1-yl]-1-(4-fluorobenzyl)-2-oxo-ethyl]-3-(4-hydroxyphenyl)propionamide, 73, (0.22 g, 0.28 mmol) is dissolved in ethanol/acetic acid (4:1) (3 mL). Cyclohexene (3 mL) and Pd-black are added and the solution is refluxed with periodic replenishment of cyclohexene. The reaction is monitored by TLC and after 2 days is cooled and filtered through Celite to remove the catalyst. The filtrate is concentrated in vacuo to afford an oil which is purified by reverse phase C18 prep HPLC to afford the desired product.

来源