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. Author manuscript; available in PMC: 2009 Oct 26.
Published in final edited form as: J Am Chem Soc. 2008 Aug 8;130(35):11570–11571. doi: 10.1021/ja8025328

Scheme 1.

Scheme 1

Preparation of Fm7dG-Containing DNAa

a Reagents and conditions: (a) DAST, CH2Cl2, reflux, 15 h, 91%; (b) HBr, AcOH, 25 °C 24 h, 98%; (c) 2-amino-6-chloropurine, NaH, CH3CN, 50 °C 6 h, 63%; (d) BnOH, NaH, DMF, 25 °C, 78%; (e) (i) TMSCl, pyridine; (ii) (Pac)2O; (iii) TBAF 92%; (f) Pd/C, H2, EtOH/THF, 25 °C, 98%; (g) MeI, DMF, 25 °C, 95%; (h) DMTrCl, pyridine, 68%; (i) 4,5-dicyanoimidazole, 2-cyanoethyltetraisopropyl phosphordiamidite, CH2Cl2, 25 °C, 1 h, 70%; (j) solid phase DNA synthesis.