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A Versatile Synthesis of Dihydropyrimidinone C‐Nucleosides
Abstract:A versatile synthesis of N‐substituted dihydropyrimidinone C‐nucleosides (20–29) is described. Glycosyl amino esters (3–9), obtained by reductive alkylation of glycosyl amino esters 1 and 2, on condensation with different isocyanates afforded respective ureido derivatives (10–19) in good to quantitative yields. The latter on cyclative amidation with a combination of DBU/TBAB (tetrabutylammonium bromide)/4Å molecular sieve gave the corresponding nucleosides (20–29) in good yields.
Keywords:Glycosyl amino esters  Isocyanates  DBU  TBAB (tetrabutylammonium bromide)  C‐nucleosides
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