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. Author manuscript; available in PMC: 2020 Nov 1.
Published in final edited form as: Bioorg Chem. 2019 Sep 12;92:103280. doi: 10.1016/j.bioorg.2019.103280

Table 1:

Comparison between nucleophilic aromatic substitutions using 6-fluoro-9-(2-Deoxy-β-D-erythro-pentofuranosyl)purine (for the synthesis of dA adducts 7a and 7b) or 2-fluoro-O6-(2-p-nitrophenylethyl)-2’-deoxyinosine (for the synthesis of dG adducts 9a [20] and 9b [19])

Coupling product yield Time (RT)
7a (R, α, dA adduct) 81% 2d
7b (S, β, dA adduct) 75% 4d
9a[20] (R, α, dG adduct) 60% 2 weeks
9b[19] (S, β, dG adduct) 54% 3 weeks