Synthesis of 4'selenoribo nucleosides | Zendy

Yusuke Inagaki | Zendy; Noriaki Minakawa | Zendy; Akira Matsuda | Zendy

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Synthesis of 4'selenoribo nucleosides

Author(s) -

Yusuke Inagaki,

Noriaki Minakawa,

Akira Matsuda

Publication year - 2007

Publication title -

nucleic acids symposium series

Language(s) - Uncategorized

Resource type - Journals

eISSN - 1746-8272

pISSN - 0261-3166

DOI - 10.1093/nass/nrm070

Subject(s) - uracil , stereoselectivity , derivative (finance) , chemistry , nucleoside , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , dna , biochemistry , financial economics , economics

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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