68070-52-0Relevant academic research and scientific papers
Chemoenzymatic method of 1,2,4-triazole nucleoside synthesis: Possibilities and limitations
Konstantinova,Chudinov,Fateev,Matveev,Zhurilo,Shvets,Miroshnikov
, p. 53 - 71 (2013/04/10)
Possibilities and limitations of chemoenzymatic synthesis of novel structural analogues of an antiviral preparation of Ribavirin (1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide) were established. A synthesis of various amides of 1H-1,2,4-triazole-3-carboxylic acid and its 5-substituted analogues - potential substrates of purine nucleoside phosphorylase - has been described. Comparative efficiency of preparation methods of these amides, as well as the methods of introduction of functional groups to the C5 position of heterocyclic system, were investigated. Novel analogues of Ribavirin containing various substitutes in the carboxamide group were synthesized. A biotechnological method was developed for the preparation of 1-β-D-ribofuranozyl-1,2,4-triazole-3-carbonitryl, an intermediate in the synthesis of Viramidine, the modern analogue of Ribavirin.
Synthesis of 3(5)-substituted 1,2,4-triazoles by lithiation of 1-(1-pyrrolidinomethyl)-1,2,4-triazole
Katritzky, Alan R.,Lue, Ping,Yannakopoulou, Konstantina
, p. 641 - 648 (2007/10/02)
1,2,4-Triazole 1 is readily converted into 3(5)-substituted 1,2,4-triazoles 4 by a three-step sequence: (i) Mannich reaction with formaldehyde and pyrrolidine; (ii) lithiation of 1-(1-pyrrolidinomethyl)-1, 2,4-triazole 2, followed by addition of an electrophile; (iii) deprotection of the N-aminal groups of the N-protected 3-substituted 1,2,4-triazoles 3 using sodium borohydride (NaBH4) in ethanol. 3(5)-Substituted 1,2,4-triazoles 4 result in good overall yields.
Process for preparing 1,2,4-triazole-3-carboxamides
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, (2008/06/13)
There is disclosed a process for preparing a 1,2,4-triazole-3-carboxamide represented by the formula: STR1 wherein, R1 and R2 represent independently a hydrogen atom, an alkyl group, a cycloalkyl group or an aryl group, or both R1 and R2 represent an alkylene group linked with each other directly or through an oxygen atom or a nitrogen atom to form a ring together with the nitrogen atom to which they are attached, which comprises subjecting an oxamohydrazide represented by the formula: STR2 wherein R1 and R2 have the same meanings as defined above, to reaction with formamidine or a salt thereof.
