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Reaction between 2,2′-anhydro-1-β-<scp>D</scp>-arabinofuranosyluracil and thiolate ions
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1982
Year
High YieldsDerivative (Chemistry)BiosynthesisDerivativesCorresponding 2′-Deoxy-2′-mercaptouridine DerivativesBiochemistryConjugate BasesEngineeringEnzyme CatalysisThiolate IonsOrganic ChemistryEnzymatic ModificationChemical DerivativeSynthetic ChemistryBiomolecular Engineering
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, But, and 4-MeOC6H4CH2, respectively).