Acetic Acid → (2R,3R,4S,5R)-2-[6-[(2,2-Diphenylethyl)amino]-2-({[1-(2-pyridinyl)-4-piperidinyl]amino}methyl)-9H-purin-9-yl]-5-(methoxymethyl)tetrahydro-3,4-furandiol

Participants

Reaction Steps

The title compound was prepared by a similar method to example 6 using (2R,3R,4S,5R)-2-{2-(aminomethyl)-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol (example 1) (300 mg, 0.6 mmol), acetic acid (45 mg, 0.72 mmol), sodium triacetoxyborohydride (200 mg, 0.91 mmol) and 1-(2-pyridinyl)-4-piperidinone (120 mg, 0.66 mmol) (preparation 37). The product was purified by column chromatography on silica gel eluting with a solvent system of dichloromethane:methanol:ammonia (96:4:0.2) increasing in polarity to (93:7:0.3) to give the title compound (199 mg) as a foam. MS: 653 (MH+).

Provenance & Evidence