反应 #1880997

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-carboxylic acid

Borane THF

→

alcohol

8-(4-Hydroxymethyl-bicyclo[2.2.2]oct-1-yl)-3-propyl-3,7-dihydro-purine-2,6-dione

溶剂

THF

反应条件

后处理

1. 1
   温度warmed to rt
2. 2
   workup.STIRRINGstirred for 48 h
3. 3
   其他The reaction mixture was then carefully quenched with 10 mL of MeOH
4. 4
   浓缩concentrated under reduced pressure
5. 5
   workup.DISSOLUTIONThe resulting residue was dissolved in 20 mL of MeOH
6. 6
   浓缩concentrated under reduced pressure

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-carboxylic acid (3.2 g, 9.25 mmol) was dissolved in 100 mL of anhydrous THF and cooled to 0° C. Borane-THF (1.0 M in THF, 18.5 mL, 2 eq) was added and the reaction mixture was stirred at 0° C. for 10 min, then warmed to rt and stirred for 48 h. The reaction mixture was then carefully quenched with 10 mL of MeOH and then concentrated under reduced pressure. The resulting residue was dissolved in 20 mL of MeOH and concentrated under reduced pressure. This treatment was repeated four more times to afford the desired alcohol.

来源