Synthesis of 3′-Deoxy-3′ and 5′-Deoxy-5′-[4-(Purin-9-yl/Pyrimidin-1-yl) methyl-1,2,3-Triazol-1-yl]thymidine via 1,3-Dipolar Cycloaddition

Synthesis of 3′‐1,2,4‐triazolo‐ and 3′‐1,3,4‐thiadiazoliminothymidines

“…Elution with MeOH, in gradient, (0-10%) and CHCl 3 afforded the pure nucleoside. Dideoxy-3 -(2,5-dihydro-5,5-dimethyl-[1,3,4]-thiadiazolimino)thymidine (12). [1,3,4]thiadiazolimino)-thymidine (15).…”

“…However, these compounds are quite toxic and not free of undesirable side effects [7] and for this reason different laboratories continue to search for new 3 -modified 2 ,3 -dideoxynucleosides exhibiting anti-AIDS activity. The most promising agents of this class of drugs are 3'deoxy DNA nucleosides and 3 -azole derivatives [8][9][10][11][12], which might fulfill the need of this strategy. Herdewijin et al [13] and Hirota et al [14] have reported the synthesis of compounds, in which the azide group of AZT is transformed to a triazole ring 3, but these compounds did not show appreciable activity against HIV.…”

Multicomponent Click Synthesis of New 1,2,3-Triazole Derivatives of Pyrimidine Nucleobases: Promising Acidic Corrosion Inhibitors for Steel

“…Propargyl nucleobases 3-4 are accessible after just one preparation step starting from the corresponding uracil and thymine with propargyl bromide under basic conditions (K 2 CO 3 or DBU) [41][42][43] or employing bis(trimethylsilyl)pyrimidine nucleobase [44][45][46]. Due to the feasibility of performing selective alkylation at N-1, the propargylation of bis(trimethylsilyl)pyrimidine method was selected to prepare compounds 3-4.…”

Synthesis of AZT analogues: 7-(3-azido-2hydroxypropyl)-, 7-(3-amino-2-hydroxypropyl)-, 7-(3-triazolyl-2-hydroxypropyl)theophyllines

“…The structure of 7 was established Downloaded by [Johns Hopkins University] at 17:49 03 January 2015 from its 1 H NMR spectrum, which showed a singlet signal for H-5 at δ 8.06 in agreement with the formation of the 4-methylene 1,2,3-triazole derivative 7. [14,18,19] SCHEME 2…”