Hydrochloric Acid → Desacetyl famciclovir hydrochloride

Reaction equation

CC1(C)[O:7][CH2:6][CH:5]([CH2:8][CH2:9][N:10]2[CH:18]=[N:17][C:16]3[C:11]2=[N:12][C:13]([NH2:19])=[N:14][CH:15]=3)[CH2:4][O:3]1.[ClH:21]>O1CCCC1.CO>[ClH:21].[NH2:19][C:13]1[N:12]=[C:11]2[C:16]([N:17]=[CH:18][N:10]2[CH2:9][CH2:8][CH:5]([CH2:6][OH:7])[CH2:4][OH:3])=[CH:15][N:14]=1

Participants

Procedure

To a stirred solution of 2,2-dimethyl-5-[2-(2-aminopurin-9-yl)ethyl]-1,3-dioxane (1 g) in a mixture of tetrahydrofuran (20 ml) and methanol (6 ml) at room temperature was added concentrated hydrochloric acid (0.32 ml). The resulting mixture was stirred for 2 hours during which time a solid crystallised. The solid was collected by filtration, washed with tetrahydrofuran (2 ml) and dried under a flow of air to give the desired product as the hydrochloride salt (800 mg, 81% yield).