反应 #1880999

ord-37e7ef55396c4b50a5d87c22a3005e65

反应方程式

CCCn1c(=O)[nH]c(=O)c2[nH]c(C34CCC(C=O)(CC3)CC4)nc21
4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane-1-carbaldehyde
C1CCOC1
THF
COC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
methyl (triphenylphosphoranylidene)acetate
CCCn1c(=O)[nH]c(=O)c2[nH]c(C34CCC(C=CC(=O)OC)(CC3)CC4)nc21
desired product
CCCn1c(=O)[nH]c(=O)c2[nH]c(C34CCC(C=CC(=O)OC)(CC3)CC4)nc21
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

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The resulting reaction mixture
  2. 2
    温度under reflux for 18 h
  3. 3
    其他purified by preparative HPLC
  4. 4
    workup.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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07022686B2uspto-grants-2006_04