13137-27-4Relevant articles and documents
TRANSFORMATIONS OF 2',3'-EPOXY DERIVATIVES OF ADENOSINE UNDER INFLUENCE OF CYANATE AND THIOCYANATE IONS
Sivets, G.G.,Kvasyuk, E.I.,Mikhailopulo, I.A.
, p. 172 - 177 (2007/10/02)
During the reaction of 9-(2,3-anhydro-β-D-ribofuranosyl)adenine with potassium cyanate in the presence of a crown ether and boron trifluoride etherate in acetonitrile 9-(β-D-xylofuranosyl)adenine and its 5'-methoxycarbonyl derivative (in a ratio of ca. 1:1) or 9-(β-D-xylofuranosyl)adenine alone were obtained, depending on the method used for treatment of the reaction mixture and isolation of the reaction products.The isomeric lyxo epoxide is converted under analogous reaction conditions into 9-(3-acetamido-3-deoxy-β-D-arabinofuranosyl)adenine.The reaction of the riboepoxide with potassium thiocyanate leads to the formation of complex mixtures of reaction products, from which 9-(β-D-xylofuranosyl)adenine or 9-(3,5-thioanhydro-β-D-xylofuranosyl)adenine, depending on the reaction conditions, were isolated with moderate yields.