206552-86-5Relevant academic research and scientific papers
Metal free, click and click-click conjugation of ribonucleosides and 2′-OMe oligoribonucleotides on the solid phase
Singh, Ishwar,Heaney, Frances
experimental part, p. 451 - 456 (2010/02/16)
A fast and practical metal free conjugation of ribonucleosides and 2′-OMe 4-mer oligoribonucleotides has been accomplished by a nitrile oxide alkyne click cycloaddition reaction on the solid-phase, the methodology is suited to modification at either, or both, the 3′- or the 5′-terminus of the oligoribonucleotide substrate.
Protection of the guanine residue during synthesis of 2'-O-alkyl-guanosine derivatives
Groetli, Morten,Douglas, Mark,Beijer, Barbro,Garcia, Ramon Gueimil,Eritja, Ramon,Sproat, Brian
, p. 2779 - 2788 (2007/10/03)
Highly selective 2'-O-alkylation of 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)guanosine has been achieved by using an alkyl halide and a sterically hindered strong organic base, when the 6-O atom is protected with either a 2-nitrophenyl or a tert-butyldiphenylsilyl group prior to the alkylation.A minimum of chromatography is required, the yields are high and none of the unwanted isomer is produced.Moreover, the highly versatile intermediates enable the synthesis of several new 2'-O-alkylguanosine derivatives as well as base-modified analogues.
