Ammonia → HCID 19808654, compound

Participants

Reaction Steps

6-Chloro 9-[2-(acetoxymethyl)-4-(diethoxyphosphoryl)-butoxy]-2-formamidopurine (0.110 g, 0.23 mmol) was dissolved in ethanolic ammonia solution (5 ml) and the resulting reaction mixture was kept at 110°0 C. for 6 hours. The solution was allowed to cool, the solvent was evaporated and the residue chromatographed on silica gel (eluting with chloroform 9:1) to yield the title compound (40 mg, 45%). 1H NMR: δH [(CD3)2SO] 1.22 (6H, t, (OCH2CH3)2), 1.76 (5H, m, CHCH2CH2P), 3.49 (2H, br.s, CH2OH), 3.99 (4H, m, (OCH2CH3)2), 4.25 (2H, m, NOCH2), 4.72 (1H, br.s, D2O exchangeable CH2OH), 5.9 (2H, br.s, D2O exchangeable, NH2), 6.79 (2H, br.s, D2O exchangable, NH2), 8.31 (1H, s, H-8).

Provenance & Evidence