5116-31-4Relevant academic research and scientific papers
An improved procedure for nucleoside synthesis using glycosyl trifluoroacetimidates as donors
Liao, Jinxi,Sun, Jiansong,Yu, Biao
, p. 1034 - 1038 (2009)
Using glycosyl trifluoroacetimidates as donors and nitromethane (or acetonitrile) as solvent, silylation and subsequent glycosylation were realized in a 'one-pot' procedure to provide the corresponding nucleosides derivatives in high yields.{A figure is p
Effective synthesis of nucleosides with glycosyl trifluoroacetimidates as donors
Liao, Jinxi,Sun, Jiansong,Yu, Biao
, p. 5036 - 5038 (2008/12/21)
Glycosyl trifluoroacetimidates have been disclosed to be effective glycosyl donors for the synthesis of nucleosides; the present N-glycosylation protocol requires only a catalytic amount of TMSOTf as promoter and proceeds smoothly at room temperature.
Synthesis of pyridinone ribonucleoside 3'-O-phosphoramidites and their incorporation into oligoribonucleotides
Matulic-Adamic,Gonzalez,Usman,Beigelman
, p. 373 - 378 (2007/10/03)
Protected pyridin-2- and pyridin-4-one ribonucleosides 3 and 9 were synthesized using a one-pot reaction of silylated bases with 1-O-acetyl-tri-O-benzoyl-β-D-ribofuranose (2) in the presence of CF3SO3SiMe3. The nucleosides were converted in 4 steps into 3'-O-phosphoramidites 7 and 11 which were incorporated into hammerhead ribozyme substrates using solid-phase phosphoramidite chemistry.
Nucleoside Syntheses, XXII. Nucleoside Synthesis with Trimethylsilyl Triflate and Perchlorate as Catalysts
Vorbrueggen, Helmut,Krolikiewicz, Konrad,Bennua, Baerbel
, p. 1234 - 1255 (2007/10/02)
The novel Lewis acids (CH3)3SiOSO2CF3 (5), (CH3)3SiOSO2C4F9 (6), and (CH3)3SiClO4 (4) are highly selective and efficient Friedel-Crafts catalysts for nucleoside formation from silylated heterocycles and peracylated sugars as well as for rearrangements of persilylated protected nucleosides.With basic silylated heterocycles these new catalysts give much higher yields of the natural N-1-nucleosides than with SnCl4.
