144963-48-4Relevant academic research and scientific papers
Synthesis of isotopically labeled D-[1′-13C]ribonucleoside phosphoramidites
Saito, Yoshio,Nyilas, Agnes,Agrofoglio, Luigi A.
, p. 83 - 90 (2007/10/03)
The preparation of fully protected labeled diisopropylamino-β-cyanoethyl-[1′-13C]ribonucleoside phosphoramidites with regioisomeric purity is described. We demonstrated in this paper that a regioselective 2′-O-silylation, through a 3′,5′-O-di-tert-butylsilanediyl protection, has been applied for the synthesis of [1′-13C]ribonucleoside phosphoramidite units. This method allowed us to obtain only the desired 2′-O-silyl-3′-O-phosphoramidites avoiding the undesired 3′-O-silyl-2′-O-phosphoramidite nucleosides isolated by standard procedures. This is a suitable procedure to RNA precursors with respect to the isotope-containing precursors.
Phenylsulfenyl D-Ribofuranosides as Efficient Ribosyl Donors: Application to the Synthesis of -(Deoxy)Nucleosides
Chanteloup, Luc,Beau, Jean-Marie
, p. 5347 - 5350 (2007/10/02)
Readily available phenylsulfenyl 2,3,5-tri-O-benzoyl-β-D-ribofuranoside glycosylates silylated nucleobases in a fast, high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate.The method has been applied to the synthesis of labelled nucleosides further transformed to building blocks ready for oligodeoxynucleotide construction. Key words: anomeric sulfoxides; silylated nucleobases; nucleosides; 2'-deoxynucleosides.
