Ammonia → 7-Deaza-7-iodo-2'-deoxyadenosine

Participants

Reaction Steps

25% aqueous ammonia is added to 1.0 g (2.5 mmol) of 4-chloro-7-[2-deoxy-3,5-di-O-(4-toluoyl) -β-D-erythropentofuranosyl]-5-iodo-7H-pyrrolo[2,3-d]pyrimidine which is dissolved in 80 ml of dioxane (80 ml). The mixture is stirred in a steel cylinder at 110° C. for 48 h. After the solvent has been evaporated off, the concentrated residue is chromatographed on silica gel (20×5 cm column, solvent B). Colorless crystals from MeOH (0.75 g, 2.0 mmol, 45%). M.p. 194° C. TLC: Rf 0.4 (CH2Cl2 /MeOH, 9:1). UV (MeOH) 283 nm (5 800).

Provenance & Evidence