76700-78-2Relevant academic research and scientific papers
Selective site deuteration on the sugar ring as an efficient marker of conformation in nucleosides: the C-D stretching mode of the (2'-R)--2'-deoxyuridine and its 3',5'-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-derivative
Grajcar, L.,Baron, M. H.,Becouarn, S.,Czernecki, S.,Valery, J. M.,Reiss, C.
, p. 1015 - 1022 (1994)
A uridine specifically deuterated on the deoxyribose ring at the C2', and the same compound in a more rigid form, due to a chemically fused ring (between C3' and C5'), have been synthesized.By NMR, the coupling constants J1'-2' and J3'-4'
Synthesis of conformationally restricted nucleic acid fragments using ring-closing alkene and enyne metathesis reactions
Steffansen, Signe I.,Christensen, Mikkel S.,Borsting, Philip,Nielsen, Poul
, p. 1015 - 1018 (2005)
In the aim of constructing conformationally restricted nucleic acid fragments for the recognition of secondary RNA structures, we have synthesized different mono- and dinucleotides containing extra rings. These rings were prepared by ring-closing alkene o
Synthesis of 2'-Allyl-2'-Deoxynucleosides by Radical Reactions
Groetli, Morten,Undheim, Kjell
, p. 217 - 224 (2007/10/02)
2'-α-Allyl-2'-deoxynucleosides derived from uridine, cytidine, adenosine and guanosine have been synthesized in high overall yields by photolysis of appropriately protected 2'-O-phenoxythiocarbonyl derivatives in the presence of allyltributylstannane.The 2'-allyl-2'-deoxynucleosides were 5'-O-DMT-protected and converted into 2'-deoxynucleoside 3'-O-phosphoramidites to serve as monomers for oligonucleotides.
NUCLEIC ACID RELATED COMPOUNDS. 42. A GENERAL PROCEDURE FOR THE EFFICIENT DEOXYGENATION OF SECONDARY ALCOHOLS. REGIOSPECIFIC AND STEREOSELECTIVE CONVERSION OF RIBONUCLEOSIDES TO 2 prime -DEOXYNUCLEOSIDES.
Robins,Wilson,Hansske
, p. 4059 - 4065 (2007/10/02)
Treatment of unhindered secondary alcohols with phenoxythiocarbonyl chloride (phenyl chlorothionocarbonate) in pyridine/dichloromethane, or in acetonitrile with 4-dimethylaminopyridine catalysis for hindered alcohols, gave clean conversion to their O-phenoxythiocarbonyl derivatives. Reductive deoxygenation of these phenyl thionocarbonate esters proceeded smoothly, using tri-n-butyltin hydride and a free radical initiator in warm toluene. Overall conversion yields ranged from 57 to 78% for the naturally occurring nucleosides, nucleoside antibiotics, and methyl beta -D-ribofuranoside.
