Hydrochloric Acid → 7-Benzyl-8-(3-methyloxycarbonyl-cyclopentyl)-1,3-dipropylpurine-2,6-dione

Participants

Reaction Steps

1.2 ml of 6N hydrochloric acid, 0.55 ml of trifluoroacetic acid and 2.38 g (8.8 mmol) of mercury(II)-chloride are successively added to a solution of 1.1 g (2.2 mol) of 7-benzyl-8-(3-(1,3-dithian-2-ylidene)-cyclopentyl)-1,3-dipropylpurine-2,6-dione in 30 ml of methanol and 6 ml of dichloromethane. The mixture is stirred for 4 hours at ambient temperature and then suction filtered over Celite. At -5° C., 90 mg of sodium borohydride are carefully added the filtrate, which is stirred for 30 minutes at 0° C., suction filtered over Celite and evaporated down. For purification the residue remaining is chromatographed on silica gel with a mixture of dichloromethane/methanol in the ratio 97:3. 0.72 g (72% of theory) of the title compound are obtained as a brownish oil.

Provenance & Evidence