反応 #657272

反応方程式

N-hydroxysuccinimide

dicyclohexylcarbodiimide

(Pyrimidin-2-ylsulfanyl)-acetic acid

→

(Pyrimidin-2-ylsulfanyl)-acetic acid-(2,5-dioxo-pyrrolidine-1-yl)-ester

溶媒

DMF

反応条件

後処理

1. 1
   ろ過The residue was filtered
2. 2
   その他the filtrate was evaporated in vacuo to dryness
3. 3
   workup.DISSOLUTIONThe remaining product was dissolved
4. 4
   温度under reflux in 400 ml ethyl acetate
5. 5
   ろ過the hot solution was filtered
6. 6
   その他the mixture was subjected to a chromatographic purification (Florisil)
7. 7
   その他The compound was then recrystallised from ethyl acetate

実験手順

12.31 g (107 mMol) N-hydroxysuccinimide and 22.70 g (110 mMol) dicyclohexylcarbodiimide were added at −35° C. to a solution of 18.27 g (107 mMol) (Pyrimidin-2-ylsulfanyl)-acetic acid (a) dissolved in 200 ml DMF. The reaction mixture was stirred for 16 h under argon. The residue was filtered and the filtrate was evaporated in vacuo to dryness. The remaining product was dissolved under reflux in 400 ml ethyl acetate, the hot solution was filtered and the mixture was subjected to a chromatographic purification (Florisil) using ethyl acetate. The compound was then recrystallised from ethyl acetate.

出典