Pyridine → Ganciclovir Di-O-acetate

Participants

Reaction Steps

A mixture of 205 mg (0.75 mmole) of 9-(1,3-dihydroxy-2-propoxymethyl)guanine monohydrate, 1.5 ml of acetic anhydride, 6 ml of dry dimethylformamide, and 1.5 ml of dry pyridine was stirred at room temperature under a drying tube for 4 days. Then the mixture was diluted with 15 ml of Et2O. The solid was collected on a filter and washed with Et2O. After recrystallization from 2-methoxyethanol, yield of colorless crystals=149 mg (59% ), m.p. 239°-240°. The material was homogenous by TLC (9:1 CHCl3 ---MeOH), and NMR confirmed the assigned structure.

Provenance & Evidence