Sodium hydride → N-(9-[(2R,3R,4R,5R)-3,4-Bis{[tert-butyl(dimethyl)silyl]oxy}-5-(methoxymethyl)tetrahydro-2-furanyl]-2-{[(1-methyl-4-piperidinyl)oxy]methyl}-9H-purin-6-yl)-N-(2,2-diphenylethyl)amine

Participants

Reaction Steps

Sodium hydride (42 mg of an 80% dispersion in mineral oil, 1.4 mmol) was added to a stirred solution of {9-[(2R,3R,4R,5R)-3,4-bis{[tert-butyl(dimethyl)silyl]oxy}-5-(methoxymethyl)tetrahydro-2-furanyl]-6-[(2,2-diphenylethyl)amino]-9H-purin-2-yl}methyl methanesulfonate (preparation 16) (540 mg, 0.7 mmol) and 1-methyl-4-piperidinol (160 mg, 1.4 mmol) in tetrahydrofuran (10 ml). The reaction mixture was heated at reflux for 24 hr and then the solvent removed under reduced pressure to give a residue which was purified by column chromatography on silica gel eluting with dichloromethane:methanol (95:5) to give the title compound (68 mg). MS: 818 (MH+).

Provenance & Evidence