反应详情

Arphamenine A hydrochloride (150 mg), sodium hydrogen carbonate (176 mg) and S-benzyloxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine (230 mg) were dissolved in 20 ml of dioxane-water (1:1), and the resultant solution was stirred at room temperature overnight. After the reaction was completed, the reaction solution was adjusted to pH 2.0 with 1N hydrochloric acid, followed by extraction with n-butanol. The extract in n-butanol was washed with water and concentrated to dryness. The residue obtained was chromatographed in a column of silica-gel (20 g) by eluting with a mixture of chloroform and methanol, while changing the ratio of chloroform to methanol in said mixture gradiently from 15:1 to 2:1. The desired reaction product was eluted out in fraction Nos. 60 to 120 [in chloroformmethanol (2:1)] of the eluate. These fractions were combined together and concentrated to dryness to afford 116 mg of the titled compound as a colorless powder. This product gave a value of m/z 455 (MH+) in mass spectrometry.

1. extractionfollowed by extraction with n-butanol
2. extractionThe extract in n-butanol
3. washwas washed with water
4. concentrationconcentrated to dryness
5. customThe residue obtained
6. customwas chromatographed in a column of silica-gel (20 g)
7. washby eluting with a mixture of chloroform and methanol
8. customThe desired reaction product
9. washwas eluted out in fraction Nos
10. concentrationconcentrated to dryness