반응 #1951041

ord-621fd0a6367e4a27b776a93ec8441eaa

반응 방정식

N
ammonia
CC(=O)OC[C@@]1(C#N)O[C@@H](n2cnc3c(N)nc(F)nc32)C[C@@H]1OC(C)=O
Compound 7
CC(=O)OC[C@@]1(C#N)O[C@@H](n2cnc3c(N)nc(F)nc32)C[C@@H]1OC(C)=O
3′,5′-di-O-acetyl-4′-C-cyano-2′-deoxy-2-fluoroadenosine
N#C[C@]1(CO)O[C@@H](n2cnc3c(N)nc(F)nc32)C[C@@H]1O
4′-C-cyano-2′-deoxy-2-fluoroadenosine

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The resultant reaction mixture
  2. 2
    농축was concentrated under reduced pressure
  3. 3
    기타the resultant residue was purified by means of silica gel column chromatography (silica gel 10 ml, hexane/ethyl acetate (5:1), ethyl acetate, ethyl acetate/methanol (10:1))

실험 절차

Compound 7 (53.7 mg, 0.142 mmol) was dissolved in methanol (1.90 ml), and 28% aqueous ammonia (1.30 ml) was added to the resultant solution, followed by stirring at room temperature for 30 minutes. The resultant reaction mixture was concentrated under reduced pressure, and then the resultant residue was purified by means of silica gel column chromatography (silica gel 10 ml, hexane/ethyl acetate (5:1), ethyl acetate, ethyl acetate/methanol (10:1)), to thereby yield compound 8 (30.2 mg, 0.10 mmol, 72.3%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07625877B2uspto-grants-2009_12