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. Author manuscript; available in PMC: 2014 Feb 14.
Published in final edited form as: J Med Chem. 2013 Jan 23;56(3):1355–1359. doi: 10.1021/jm301804p

Figure 1.

Figure 1

Compounds 5a-e were synthesized as shown. 2-Nitroso-6-benzyloxy-9-Boc-purine (3) was synthesized from 6-benzyloxypurine (1) in 4 steps using published procedures.15,16 Compound 3 was then condensed with the appropriate aniline in dichloromethane in the presence of acetic acid at room temperature to give the corresponding 4a-e.17 Deprotection of the 9-t-Boc group was carried out using an equivalent amount of piperidine in dichloromethane to give the target azo prodrug 5a-e.16