Reaction between 2,2′-anhydro-1-β-D-arabinofuranosyluracil and thiolate ions

Abstract

2,2′-Anhydro-1-β-D-arabinofuranosyluracil [2,2′-anhydrouridine](1a) reacts with the conjugate bases of thiophenol, toluene-4-thiol, ethanethiol, propane-1-thiol, 2-methylpropane-2-thiol and 4-methoxyphenylmethanethiol to give good to high yields of the corresponding 2′-deoxy-2′-mercaptouridine derivatives (2a; R²= Ph, 4-MeC₆H₄, Et, Pr, Bu^t, and 4-MeOC₆H₄CH₂, respectively).