Synthesis of Deuterated N⁶-(o-Hydroxybenzyl) adenosine-d₃

Abstract

N⁶-(o-Hydroxybenzyl) adenosine-d₄ was synthesized by dehalogenation of 2-chloro-6-(o-hydroxybenzylamino)-9-β-D-ribofuranosylpurine-d₂ with deuterium gas in 0.3N-sodium deuter-oxide solution, which was obtained by condensation of 2, 6-dichloro-9-(2', 3', 5'-tri-O-acetyl-β-D-ribofuranosyl) purine and salicylamine-d₂. The total extent of deuteration of d₄ compound was 86.6%. The d₄ compound was heated in water to yield N⁶-(o-hydroxybenzyl)adenosine-d₃, whose total deuteration was 94.6%.