70465-61-1Relevant academic research and scientific papers
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 (2007/10/03)
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.
Transformations of thiopyrimidine and thiopurine nucleosides following oxidation with dimethyldioxirane
Saladino, Raffaele,Mincione, Enrico,Crestini, Claudia,Mezzetti, Maurizio
, p. 6759 - 6780 (2007/10/03)
A general and convenient method for the synthesis of several pyrimidine and purine nucleosides by selective oxidation of thionucleosides with dimethyldioxirane is reported. Thioketo moieties in the C-4 position of the pyrimidine ring, and in the C-6, and C-8 positions of the purine ring are the domain of oxidative nucleophilic substitution. Thioketo moieties in the C-2 position of both purine and pyrimidine rings are the domain of desulfurization or formation of disulfides.
