52522-97-1Relevant articles and documents
Synthesis and Biological Evaluation of Some 5-Nitro- and 5-Amino Derivatives of 2′-Deoxycytidine, 2′,3′-Dideoxyuridine, and 2′,3′-Dideoxycytidine
Colacino, Evelina,Sindona, Giovanni,Gosselin, Gilles,Mathel, Christophe
, p. 2013 - 2026 (2003)
In this article, we describe the synthesis of 5-nitro-1-(2-deoxy-α -D-erythro-pentofuranosyl)cytosine (4α), 5-nitro-1-(2-deoxy-β -D-erythro-pentofurano syl)cytosine (4β), 5-amino-1-(2-deoxy-α -D-erythro-pentofuranosyl)cytosine (5α), 5-nitro-1-(2-deoxy-β -D-erythro-pentofuranosyl)cytosine (5β), 5-nitro-1-(2,3-dideoxy-β -D-ribofuranosyl)uracil (6β), 5-amino-1-(2,3-dideoxy-α, β-D-ribofuranosyl)uracil (7), 5-nitro-1-(2,3-dideoxy-α,β -D-ribofuranosyl)cytosine (8) and 5-amino-1-(2,3-dideoxy-β -D-ribofuranosyl)cytosine (9β). The prepared compounds were tested for their activity against HIV and HBV viruses, but they did not show significant activity.
Chitosan–silica sulfate nanohybrid: a highly efficient and green heterogeneous nanocatalyst for the regioselective synthesis of N-alkyl purine, pyrimidine and related N-heterocycles via presilylated method
Behrouz, Somayeh,Soltani Rad, Mohammad Navid,Piltan, Mohammad Amin
, p. 113 - 124 (2019/07/30)
Abstract: The presilylation of purine and pyrimidine nucleobases as well as other related N-heterocycles with HMDS utilizing chitosan–silica sulfate nanohybrid (CSSNH) is described. CSSNH is proved to be a useful, highly efficient and eco-friendly heterogeneous nanohybrid catalyst for silylation of nucleobases. The presilylated nucleobases then underwent the reaction with different sources of carbon electrophiles to afford the desired N-alkyl-substituted derivatives in good-to-excellent yields. CSSNH exhibits several advantageous involving ease of handling and preparation, low cost, reusability and environmental benignity. These unique properties render the CSSNH to be an ideal candidate for use in green industrial processes. Graphic abstract: [Figure not available: see fulltext.].
Synthesis of modified pyrimidine nucleosides via Vorbrüggen-type N-glycosylation catalyzed by 2-methyl-5-phenylbenzoxazolium perchlorate
Shirouzu, Hiroshi,Morita, Hiroki,Tsukamoto, Masaki
supporting information, p. 3635 - 3639 (2014/05/20)
Several acidic azolium salts prepared from oxazole, thiazole, and imidazole derivatives were investigated as catalysts in N-glycosylation reaction using a silylated modified pyrimidine and an acylated ribose or glucose to afford the corresponding pyrimidine nucleoside. Among the salts, 2-methyl-5- phenylbenzoxazolium perchlorate showed the highest catalytic activity. This salt is a nonhygroscopic crystalline compound that shows higher activity than the frequently used trimethylsilyl triflate. Reactions with this salt can be conducted in gram scales.
Silica sulfuric acid (SSA) as a highly efficient heterogeneous catalyst for persilylation of purine and pyrimidine nucleobases and other N-heterocycles using HMDS
Rad, Mohammad Navid Soltani,Khalafi-Nezhad, Ali,Divar, Masoumeh,Behrouz, Somayeh
experimental part, p. 1943 - 1954 (2010/11/16)
Purine and pyrimidine nucleobases and other N-heterocycles have been silylated with HMDS in excellent yields in the presence of a catalytic amount of silica sulfuric acid (SSA) as a heterogeneous catalyst. SSA utilizes a shorter reaction time and higher yields of silylated nucleobases. SSA is reusable for several times without a decrease in reactivity or yield of silylated adducts. Copyright
