反应详情

A mixture of 2-amino-6-chloropurine (4.07 g, 0.024 mol), dimethyl itaconate (5.00 g, 0.032 mol), and sodium hydride (55% in oil, 0.2 g) in 50 ml of dry dimethylformamide was stirred at room temperature for 3 days. About 50 ml of water was added and the mixture was washed with n-hexane (2×50 ml) and then extracted with 2×50 ml of dichloromethane. The combined CH2Cl2 extracts were washed with 2×20 ml of water, dried with magnesium sulfate, and evaporated in vacuum. Treatment with ether and drying afforded a white crystalline product. Chromatography (silica gel, chloroform+methanol 15+1) yielded 5.54 g (71%) or recrystallization (MeOH-H2O) yielded 5.15 g (66.1%) of dimethyl 2-(2-amino-6-chloropurin-9-ylmethyl)succinate.

1. washthe mixture was washed with n-hexane (2×50 ml)
2. extractionextracted with 2×50 ml of dichloromethane
3. washThe combined CH2Cl2 extracts were washed with 2×20 ml of water
4. dry with materialdried with magnesium sulfate
5. customevaporated in vacuum
6. dry with materialTreatment with ether and drying
7. customafforded a white crystalline product
8. custom5.54 g (71%) or recrystallization (MeOH-H2O)