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2’‐Derivatisation of 3’‐ C‐ Methyl Pyrimidine Nucleosides
Author(s) -
Couturier Sarah,
Peyrottes Suzanne,
Périgaud Christian
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100236
Subject(s) - chemistry , pyrimidine , uracil , ribonucleoside , cytosine , stereochemistry , stereoselectivity , organic chemistry , dna , biochemistry , catalysis , rna , gene
The stereoselective synthesis of some 3’‐deoxy‐3’‐ C ‐methyl pyrimidine nucleosides is reported. The studied modifications concern the inversion of the configuration in 2’‐position as well as the introduction of fluoro and azido substituents. The corresponding arabinonucleoside and 2’‐substituted ribonucleoside analogs of uracil and cytosine have been obtained and fully characterized. Attempts to introduce fluoro and azido substituents with inversion at C‐2’ are also presented.