反应详情

7.13 g of N,N'-dibenzyloxycarbonyl histidine, 3.00 g of 4-phenylpiperazine and 16.1 g of N-hydroxybenzotriazole were dissolved in 100 ml of tetrahydrofuran, and to the mixture was added 3.84 g of DCC (dicyclohexylcarbodiimide), and the whole was stirred at a room temperature for three hours. An insoluble matter was filtered off, the filtrate was concentrated under a reduced pressure, and to the concentrate was added 200 ml of ethyl acetate to reform crystals, which were then filtered off. The filtrate was sequentially washed with 20% potassium carbonate aqueous solution and saturated sodium chloride aqueous solution, dried over magnesium sulfate, and concentrated under a reduced pressure. The resulting residue was dissolved in 60 ml of methanol, and after an addition of a 10% ammonium-methanol solution and stirring at a room temperature for 30 minutes, the solution was concentrated under a reduced pressure to obtain a residue, which was then subjected to silica gel chromatography and eluted with chloroform/methanol (50:1 to 10:1) to obtain 6.61 g of the title compound in a colorless amorphous form.

1. filtrationAn insoluble matter was filtered off
2. concentrationthe filtrate was concentrated under a reduced pressure
3. additionto the concentrate was added 200 ml of ethyl acetate
4. filtrationwere then filtered off
5. washThe filtrate was sequentially washed with 20% potassium carbonate aqueous solution and saturated sodium chloride aqueous solution
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated under a reduced pressure
8. dissolutionThe resulting residue was dissolved in 60 ml of methanol
9. additionafter an addition of a 10% ammonium-methanol solution
10. stirringstirring at a room temperature for 30 minutes
11. concentrationthe solution was concentrated under a reduced pressure
12. customto obtain a residue, which
13. washeluted with chloroform/methanol (50:1 to 10:1)