反应 #1880999
ord-37e7ef55396c4b50a5d87c22a3005e65
反应方程式
4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane-1-carbaldehyde
THF
methyl (triphenylphosphoranylidene)acetate
→
desired product
3-[4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl]-acrylic acid methyl ester
反应物
试剂
无
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1其他The resulting reaction mixture
- 2温度under reflux for 18 h
- 3其他purified by preparative HPLC
- 4workup.ADDITIONa mixture of aqueous acetonitrile
实验过程
4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane-1-carbaldehyde (900 mg, 2.73 mmol) was dissolved in 25 mL of THF and methyl (triphenylphosphoranylidene)acetate (1.83 g, 2 eq) was added. The resulting reaction mixture was stirred under reflux for 18 h. It was then cooled to rt and purified by preparative HPLC using a mixture of aqueous acetonitrile to afford 300 mg of the desired product.