反应 #742311

反应方程式

2,6-Dichloropurine

(1S,4R)-cis-4-acetoxy-2-cyclopenten-1-ol

triphenylphosphine

→

title compound

(1S,4R)-4-(2,6-Dichloro-purin-9-yl)-cyclopent-2 enol

反应条件

后处理

1. 1
   其他are placed in an oven-dried flask under an atmosphere of argon
2. 2
   其他Dry
3. 3
   其他deoxygenated THF (80 mL)
4. 4
   workup.ADDITIONis added
5. 5
   workup.ADDITIONTriethylamine (20 mL) is added
6. 6
   workup.STIRRINGthe reaction mixture is stirred at 50° C
7. 7
   workup.WAITto be complete by LCMS after 1 hour
8. 8
   温度to cool
9. 9
   过滤filtered
10. 10
    其他the solvent is removed in vacuo

实验过程

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, filtered and the solvent is removed in vacuo. The title compound is obtained after purification by flash column chromatography (silica, dichloromethane/methanol 25:1).

来源