反应详情

温度

50 °C

Trans-2-phenylcyclopropylamine hydrochloride (Aldrich, lot #01903MK, 2.5 g, 14.7 mmol) was dissolved in 5 mL H2O and the pH adjusted to pH 12. The aqueous solution was extracted with 10 mL EtOAc. The EtOAc was evaporated to dryness and dissolved in 25 mL EtOH. 2-Amino-9-(3-azido-2,3-dideoxy-β-D-erythro-pentofuranosyl)-6-chloro-9H-purine (Example 3d) (0.4 g, 1.29 mmol) was added to the ethanolic solution then placed in a sealed tube and heated at 50° C. for 18 hours. The solvents were removed in vacuo to yield a dark oil. The oil was chromatographed on basic alumina eluted with 1% MeOH in CHCl3. The impure product fractions were combined, evaporated, and rechromatographed on silica gel eluted with 5% MeOH in CHCl3. The collected impure product was again applied to basic alumina eluted with 1% MeOH in CHCl3 to give, after combination and evaporation of appropriate fractions, 0.0802 g (0.2 mMol, 15.5%); mp=65°-70°C.

1. extractionThe aqueous solution was extracted with 10 mL EtOAc
2. customThe EtOAc was evaporated to dryness
3. dissolutiondissolved in 25 mL EtOH
4. customthen placed in a sealed tube
5. customThe solvents were removed in vacuo
6. customto yield a dark oil
7. customThe oil was chromatographed on basic alumina
8. washeluted with 1% MeOH in CHCl3
9. customevaporated
10. customrechromatographed on silica gel
11. washeluted with 5% MeOH in CHCl3
12. washeluted with 1% MeOH in CHCl3
13. customto give
14. customafter combination and evaporation of appropriate fractions, 0.0802 g (0.2 mMol, 15.5%)