反应 #1269844

反应方程式

diethyl azodicarboxylate

2-((1R,2R)-2-hydroxycyclopentylamino)-3-methylpyrimidin-4(3H)-one

triphenylphosphine

→

product

收率 92.0%

(3aS,8aR)-7-Methyl-1,2,3,3a,7,8a-hexahydro-3b,7,8-triaza-cyclopenta[a]inden-6-one

收率 92.0%

溶剂

toluene

THF

反应条件

后处理

1. 1
   其他Solvent is removed under vacuum
2. 2
   workup.ADDITIONthe residue is treated with 0.02 N HCl (40 mL)
3. 3
   过滤The precipitate is filtered off
4. 4
   洗涤the filtrate is washed with CH2Cl2
5. 5
   其他The aqueous phase is evaporated to dryness under high vacuum

实验过程

To a solution of 2-((1R,2R)-2-hydroxycyclopentylamino)-3-methylpyrimidin-4(3H)-one (130 mg, 0.62 mmol) in anhydrous THF (2 mL) is added triphenylphosphine (163 mg, 0.62 mmol). Five minutes later, diethyl azodicarboxylate (DEAD, 0.45 mL, 0.93 mmol) in toluene is added dropwise. The mixture is stirred at room temperature for 2 hours. Solvent is removed under vacuum, the residue is treated with 0.02 N HCl (40 mL). The precipitate is filtered off, and the filtrate is washed with CH2Cl2. The aqueous phase is evaporated to dryness under high vacuum to give product as solids (108 mg, yield 92%), which is used for the next reaction without further purification. MS (ESI) m/z 192.1 [M+H]+.

来源