Synthesis of Certain New 1,2,3-Triazole Acyclonucleosides via 1,3-Dipolar Cycloaddition

Abstract

A variety of 1,2,3-triazole derivatives bearing acyclic sugar moieties of DHPG and iso-NDG were synthesised by Diels-Alder reaction. None of the new compounds display any interesting biological activity.

Chemical Routes for the Transformation of Biomass into Chemicals

“…The acetalization of glycerol with formaldehyde (route 1 in Scheme ) has been reported in the presence of different homogeneous acids, such as H 2 SO 4 , with or without solvent (reflux of benzene), − or PTSA at reflux of benzene with a yield of 90%. , Gras et al studied the acetalization and transacetalization of glycerol and formaldehyde or dimethyl or diethyl formal in the presence of LiBr and PTSA or HCl and obtained a mixture of dioxolane and dioxane in ratios of 60:40 and 44:56, respectively. When the transacetalization of dimethoxymethane was performed in the presence of PTSA and LiBr, a mixture of dioxolane and dioxane in a ratio of 6:94 was achieved, the transacetalization being especially selective toward the dioxane derivative.…”

Synthesis and biological activity of potential antiviral compounds through 1,3-dipolar cycloadditions; Part 1: general aspects and reactions of azides

“…The isolated and deprotected products were tested against the viruses Herpes simplex (HSV-1, HSV-2), vesicularstomatitis (VSV), vaccina (VV), cytomegalovirus (CMV), parainfluenza 3 (PIV) but they were found inactive. 27 In a similar approach a series of mono-1,2,3-triazole and bis-1,2,3-triazole acyclonucleoside analogues was prepared via Cu(I)-catalyzed 1,3-dipolar cycloaddition of N-9 propargylpurines, N-1propargylpyrimidines/triazine with the azido-pseudo-sugar 4-azidobutylacetate under solvent-free microwave conditions, followed by treatment with K2CO3/MeOH, or NH3/MeOH. All studied compounds were screened for the antiviral activities [against human rhinovirus (HRV) and hepatitis C virus (HCV)] and antibacterial activities against a series of Gram positive and -negative bacteria.…”