تفاعل #8632

معادلة التفاعل

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

المذيبات

ethanol acetic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةis cooled
2. 2
   ترشيحfiltered through Celite
3. 3
   أخرىto remove the catalyst
4. 4
   تركيزThe filtrate is concentrated in vacuo
5. 5
   أخرىto afford an oil which
6. 6
   أخرىis purified by reverse phase C18 prep HPLC

الإجراء التجريبي

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.

المصدر