反应 #1881001

反应方程式

3-[4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl]-propionic acid methyl ester

P4S10

→

desired product

收率 38.6%

3-[4-(2-Oxo-3-propyl-6-thioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl]-propionic acid methyl ester

收率 38.6%

溶剂

pyridine

反应条件

后处理

1. 1
   温度under reflux for 3 h
2. 2
   其他quenched with 3 mL of H2O
3. 3
   其他The resulting reaction mixture
4. 4
   萃取was extracted with CHCl3
5. 5
   干燥The organic layer was dried (Na2SO4)
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他The crude residue was purified by preparative HPLC

实验过程

3-[4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl]-propionic acid methyl ester (250 mg, 0.64 mmol) was dissolved in 8 mL of pyridine. P4S10 (430 mg, 1.5 eq) was added and the reaction mixture was stirred under reflux for 3 h. It was then cooled to rt and quenched with 3 mL of H2O and then with enough 6 N HCl to bring the pH to 3. The resulting reaction mixture was extracted with CHCl3. The organic layer was dried (Na2SO4) and concentrated under reduced pressure. The crude residue was purified by preparative HPLC to afford 100 mg of the desired product.

来源