1,1'-Carbonyldiimidazole → 9-[1,3-Bis(imidazol-1-ylcarbonyloxy)-2-propoxymethyl]-guanine

Participants

Reaction Steps

A mixture of 55 mg (0.2 mmole) of 9-(1,3-dihydroxy-2-propoxymethyl)guanine monohydrate, 130 mg (0.8 mmole) of 1,1'-carbonyldiimidazole, and 2 ml of dry dimethylformamide was stirred under nitrogen at 95°-100° for 1.5 hours, during which time a clear solution was obtained followed by precipitation of product. After cooling, the precipitate was collected on a filter and washed with some dimethylformamide and then with acetone to give 37 mg of white crystals, m.p. 252°-253° dec. The NMR spectrum was in accord with the assigned structure.

Provenance & Evidence