Methanol → HCID 135707808, compound

Participants

Reaction Steps

To a vigorously stirred solution of 113 mg (0.53 mmole) of sodium periodate in 1.1 ml of H2O at room temperature was added 101 mg (0.4 mmole) of (±)-9-(4,5-dihydroxypentyl)guanine. After 2 hours, TLC (silica gel, 70:30:3 CHCl3 --MeOH--H2O) showed complete conversion to a faster-moving product. The white solid was collected on a filter and washed with some H2O, then with diethyl ether, to give 79 mg of white solid. Recrystallization from H2O--MeOH yielded 29 mg (33%) of white solid, m.p. not less than 300° C. By 200 MHz NMR (DMSO-d6), the material consisted of a mixture of the free aldehyde and the covalent hydrate. A similar preparation showed only the free aldehyde by NMR.

Provenance & Evidence