A one-pot preparation of 1-benzyl-2'-deoxyinosine from ionized 2'-deoxyinosine.
A simple and one step synthetic method for the formation of 1-benzyl-2'-deoxyinosine was developed by direct benzylation of ionized 2'-deoxyinosine. Treatment of 2'-deoxyinosine, in the presence of NaOH, with benzyl bromide in 2,2,2-trifluoroethanol (TFE) or N,N-dimethylaetamide (DMA) gave 1-benzyl-2'-deoxyinosine in 35% and 80% yields, respectively.
Moon
K Y
KY
Natural Products Research Institute, Seoul National University, Korea. kmoon@yes.snu.ac.kr
Kim
Y S
YS
D000081:Acetamides / Q000737:chemistry; D001593:Benzyl Compounds / Q000737:chemistry; D007288:Inosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D012972:Sodium Hydroxide / Q000737:chemistry; D013053:Spectrophotometry; D014270:Trifluoroethanol / Q000737:chemistry; D014466:Ultraviolet Rays
C421306:1-benzyl-2'-deoxyinosine; D000081:Acetamides; D001593:Benzyl Compounds; D012972:Sodium Hydroxide; D007288:Inosine; D014270:Trifluoroethanol; C012271:deoxyinosine; C013959:dimethylacetamide; C038682:benzyl bromide