反应详情

2,6-Dichloropurine (10 g, 52.90 mmol), (1S,4R)-cis 4-Acetoxy-2-cyclopenten-1-ol (10 g. 70.40 mmol), tris(dibenzylideneacetone)dipalladium(0) (3.20 g, 3.50 mmol) and polymer supported triphenylphosphine (˜3 mmol/g, 11.60 g, 35.00 mmol) are placed in an oven-dried flask under an atmosphere of argon. Dry deoxygenated THF (80 mL) is added and the reaction mixture is stirred gently for 5 minutes. Triethylamine (20 mL) is added and the reaction mixture is stirred at 50° C. The reaction is shown to be complete by LCMS after 1 hour. The reaction mixture is allowed to cool, the polymer supported triphenylphosphine is filtered off and the solvent is removed in vacuo. The title compound is obtained after purification by flash column chromatography (silica, dichloromethane/methanol 25:1). 1H nmr (CDCl3, 400 MHz); 8.30 (s, 1H), 6.40 (m, 1H), 5.90 (m, 1H), 5.50 (m, 1H), 4.95 (m, 1H), 3.05 (m, 1H), 2.10 (m, 1H), MS (ES+) m/e 271 (MH+).

1. customare placed in an oven-dried flask under an atmosphere of argon
2. customDry
3. customdeoxygenated THF (80 mL)
4. additionis added
5. additionTriethylamine (20 mL) is added
6. stirringthe reaction mixture is stirred at 50° C
7. waitto be complete by LCMS after 1 hour
8. temperatureto cool
9. filtrationis filtered off
10. customthe solvent is removed in vacuo