反应详情

In 15 ml of pyridine and 4 ml of N,N-dimethylacetamide (hereinafter abbreviated as DMA) were dissolved 2.0 g of 4-(2-t-butoxycarbonylvinyl)benzoic acid and 0.1 g of 4-dimethylaminopyridine (hereinafter abbreviated as DMAP) and the solution was stirred while cooling with ice. Then, 1.99 g of N,N'-dicyclohexylcarbodiimide (hereinafter abbreviated as DCC) was added to the mixture obtained above. The mixture was stirred at the same temperature for 30 minutes and then 3.49 g of 6-amidino-2-naphthyl 5-aminomethylfuran-2-carboxylate dihydrobromide was added thereto. The reaction mixture was stirred for 3 hours while cooling with ice and then overnight at room temperature, and the precipitated N,N'-dicyclohexylurea (hereinafter abbreviated as DCU) was separated by filtration and washed with a small amount of DMA. The filtrate was added dropwise to 800 ml of ether while stirring and cooling with ice. After the precipitate formed had sedimented, the supernatant was removed by decantation, then 400 ml of acetone was added to the residue and the mixture was stirred for 1 hour at room temperature. After repeating the procedure twice, the precipitated crystals were collected by filtration to obtain 1.88 g of the intended product.

1. temperaturewhile cooling with ice
2. additionwas added to the mixture
3. customobtained above
4. stirringThe mixture was stirred at the same temperature for 30 minutes
5. stirringThe reaction mixture was stirred for 3 hours
6. temperaturewhile cooling with ice
7. customovernight
8. customat room temperature
9. customwas separated by filtration
10. washwashed with a small amount of DMA
11. additionThe filtrate was added dropwise to 800 ml of ether
12. stirringwhile stirring
13. temperaturecooling with ice
14. customAfter the precipitate formed
15. customthe supernatant was removed by decantation
16. addition400 ml of acetone was added to the residue
17. stirringthe mixture was stirred for 1 hour at room temperature
18. filtrationthe precipitated crystals were collected by filtration