反応 #1951040

ord-0882813f51584fe7be2104a310ff0d3f

反応方程式

N
ammonia
C#C[C@]1(COC(C)=O)O[C@@H](n2cnc3c(N)nc(F)nc32)C[C@@H]1OC(C)=O
Compound 3
C#C[C@]1(COC(C)=O)O[C@@H](n2cnc3c(N)nc(F)nc32)C[C@@H]1OC(C)=O
3′,5′-di-O-acetyl-2′-deoxy-4′-C-ethynyl-2-fluoroadenosine
C#C[C@]1(CO)O[C@@H](n2cnc3c(N)nc(F)nc32)C[C@@H]1O
2′-deoxy-4′-C-ethynyl-2-fluoroadenosine

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The resultant reaction mixture
  2. 2
    濃縮was concentrated under reduced pressure
  3. 3
    workup.ADDITIONa mixture of chloroform and methanol (20:1)
  4. 4
    workup.ADDITIONwas added to the resultant residue
  5. 5
    ろ過The thus-precipitated crystals were filtered
  6. 6
    その他the resultant crystals were recrystallized from water

実験手順

Compound 3 (200 mg, 0.53 mmol) was dissolved in methanol (7.00 ml), and 28% aqueous ammonia (5.00 ml) was added to the resultant solution, followed by stirring at room temperature for four hours. The resultant reaction mixture was concentrated under reduced pressure, and a mixture of chloroform and methanol (20:1) was added to the resultant residue. The thus-precipitated crystals were filtered, and then the resultant crystals were recrystallized from water, to thereby yield compound 4 (113 mg, 0.39 mmol, 73.6%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07625877B2uspto-grants-2009_12