反応 #1269844

反応方程式

diethyl azodicarboxylate

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

triphenylphosphine

→

product

収率 92.0%

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

収率 92.0%

溶媒

toluene

THF

反応条件

後処理

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

実験手順

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]+.

出典