Tert-Butylamine → HCID 69828755, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2R,3R,4R,5S)-4-(acetyloxy)-5-{3-[(acetyloxy)methyl]isoxazol-5-yl}-2-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3-yl acetate (20 mg) in isopropyl alcohol (2 ml) was added N,N-diisopropylethylamine (0.043 ml) and 2-hydroxycyclopentylamine hydrochloride (11.4 mg). The mixture was stirred at 50° C., under nitrogen for 18 h, cooled and evaporated to dryness in vacuo. The resulting residue was purified by automated preparative HPLC (gradient profile 5%-90% (ii) over 20 min) to give the intermediate triacetoxy protected product. To this residue was added methanol (1 ml) and t-butylamine (0.013 ml) and the mixture was stirred at 0° C. for 3 hours. The solvent evaporated in vacuo to yield title compound as a white solid (5 mg).

Provenance & Evidence