71171-58-9Relevant articles and documents
Rapid and selective reduction of amide group by borane-amine complexes in acyl protected nucleosides
Sergueeva, Zinaida A.,Sergueev, Dmitri S.,Shaw, Barbara Ramsay
, p. 275 - 282 (2000)
Borane-amine complexes provide an unusually fast and selective reduction of a deoxynucleoside N-acyl group to a corresponding N-alkyl group. Three different nucleosides (dG, dA, and dC) each having one of three N-protecting groups (benzoyl, isobutyryl, or acetyl) were used to prepare N-alkylated nucleosides in good yields under mild conditions. Deoxyribose O-acyl protecting groups remain intact at the conditions of N-acyl group reduction.
Synthesis of N2-modified 7-methylguanosine 5′- monophosphates as nematode translation inhibitors
Piecyk, Karolina,Davis, Richard E.,Jankowska-Anyszka, Marzena
experimental part, p. 4781 - 4789 (2012/08/29)
Preparative scale synthesis of 14 new N2-modified mononucleotide 5′ mRNA cap analogues was achieved. The key step involved use of an SNAr reaction with protected 2-fluoro inosine and various primary and secondary amines. The derivatives were tested in a parasitic nematode, Ascaris suum, cell-free system as translation inhibitors. The most effective compound with IC50 ～0.9 μM was a N2-p-metoxybenzyl-7- methylguanosine-5′-monophosphate 35.
Substituent-induced effects on the stability of benzylated guanosines: Model systems for the factors influencing the stability of carcinogen-modified nucleic acids
Moschel,Hudgins,Dipple
, p. 363 - 372 (2007/10/02)
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