Synthesis of N, O-protected derivatives of 2′-O-methylcytidine and of 2′-O-methyl-and N1-methylguanosines

VA Gladkaya, ZV Levitskaya, AS Shalamai…

Index: Gladkaya, V. A.; Levitskaya, Z. V.; Shalamai, A. S.; Usenko, L. S.; Dashevskaya, T. A. Chemistry of Natural Compounds, 1989 , vol. 25, # 4 p. 488 - 492

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Abstract

Abstract Using selective 3′, 5′-O-tetraisopropyldisiloxane protection, N-acyl-2′-O-methyl derivatives of cytidine and guanosine and of 2′-O-tetrahydropyranyl-N 1-methylguanosine have been synthesized. It has been shown that the spatial screening of the amino groups by the neighboring methyl substituents in N 1-methylguanosine leads to its inactivation in acylation, tetrahydropyranylation, and tritylation reactions.