197151-08-9Relevant academic research and scientific papers
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.
