New synthetic routes to protected purine 2'-O-methylriboside-3'-O-phosphoramidites using a novel alkylation procedure.
A highly selective alkylation procedure has been developed enabling new synthetic routes to be established for protected purine 2'-O-methylriboside-3'-O-phosphoramidites; building blocks for the assembly of 2'-O-methyloligoribonucleotides. The new procedure avoids the use of the highly toxic and potentially explosive reagent diazomethane and is far superior to the use of silver oxide/methyl iodide. Moreover, the use of highly versatile key intermediates will enable the synthesis of a wide variety of base modified analogues as well as other 2'-O-alkylriboside derivatives.
Sproat
B S
BS
European Molecular Biology Laboratory, Heidelberg, FRG.
Beijer
B
B
Iribarren
A
A
D000227:Adenine Nucleotides; D055598:Chemical Phenomena; D002621:Chemistry; D006150:Guanine Nucleotides; D007292:Inosine Nucleotides; D008745:Methylation; D009843:Oligoribonucleotides / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds
D000227:Adenine Nucleotides; D006150:Guanine Nucleotides; D007292:Inosine Nucleotides; D009843:Oligoribonucleotides; D009943:Organophosphorus Compounds