Literature DB >> 18029625

Synthesis of 4'-selenoribonucleosides.

Yusuke Inagaki1, Noriaki Minakawa, Akira Matsuda.   

Abstract

We report herein the synthesis and structural aspects of 4'selenouridine (11) and 4'-selenocytidine (13), novel nucleoside derivatives. 4'Selenouridine (11) was synthesized via the stereoselective seleno-Pummerer reaction between an appropriately protected selenoxide 9 and a persilylated uracil. 4'-Selenocytidine (13) was prepared from 4'selenouridine derivative 10. To the best of our knowledge, this is the first example concerning introduction of a heterocycle into the alpha- position of a seleno atom.

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Year:  2007        PMID: 18029625     DOI: 10.1093/nass/nrm070

Source DB:  PubMed          Journal:  Nucleic Acids Symp Ser (Oxf)        ISSN: 0261-3166


  2 in total

1.  Stereoselective Synthesis of Selenium-Containing Glycoconjugates via the Mitsunobu Reaction.

Authors:  Luigia Serpico; Mauro De Nisco; Flavio Cermola; Michele Manfra; Silvana Pedatella
Journal:  Molecules       Date:  2021-04-27       Impact factor: 4.411

Review 2.  Glycosylation reactions mediated by hypervalent iodine: application to the synthesis of nucleosides and carbohydrates.

Authors:  Yuichi Yoshimura; Hideaki Wakamatsu; Yoshihiro Natori; Yukako Saito; Noriaki Minakawa
Journal:  Beilstein J Org Chem       Date:  2018-06-28       Impact factor: 2.883

  2 in total

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