77421-51-3

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 41230-51-7 5-amino-3-methyl-4-nitroisoxazole 
• 51605-32-4 ethyl 4⁽⁵⁾-methylimidazole-5⁽⁴⁾-carboxylate 

Downstream Products

• 85665-04-9 5-methyl-1-β-D-ribofuranosylimidazole-4-carboxamide 
• 95936-30-4 1-(2-deoxy-3,5-di-O-p-toluoyl-D-erythro-pentofuranosyl)-4-methylimidazole-5-carboxamide 
• 95936-32-6 1-(2-deoxy-3,5-di-O-p-toluoyl-D-erythro-pentofuranosyl)-5-methylimidazole-4-carboxamide 
• 95936-35-9 1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-methylimidazole-4-carboxamide 
• 95936-34-8 1-(2-deoxy-α-D-erythro-pentofuranosyl)-5-methylimidazole-4-carboxamide 
• 108257-41-6 5-methyl-1H-imidazole-4-carbonitrile 

Relevant academic research and scientific papers

A simple and convenient two-step, one-pot synthesis of hetero-imidazoles from nitroaminoaryls catalyzed by Ytterbium triflate

A mild two-step one-pot procedure for the conversion of ortho-nitroamino aromatic heterocycles into corresponding benzo and heteroaromatic fused imidazoles is described. The procedure utilizes iron powder, acetic acid, triethylorthoformate, and a catalytic amount of Ytterbium triflate at 75 C for the nitro group reduction and cyclization reaction. The optimum stoichiometry of each component is highlighted and the broad utility is demonstrated with high compatibility to numerous functional groups.

Alkylating nucleosides. VI. Synthesis and cytostatic activity of 4- and 5-bromomethylimidazole nucleosides

The synthesis of several N-glycosyl-(bromomethyl) imidazoles by bromination with N-bromosuccinimide of the corresponding methyl derivatives is described. Methylimidazole nucleosides were obtained by glycosylation of ethyl 4(5)-methylimidazole-5(4)-carboxylate and 4(5)-methylimidazole-5(4)-carboxamide via the mercuric cyanide method. The preparation of 1-glycosyl-5-(aminomethyl)imidazole-4- carboxamide by treatment of the corresponding acetylated bromomethyl substituted nucleosides with methanolic ammonia is also described. Structural assignments are made on the basis of 1H NMR spectra. Cytostastic activity against HeLa cells of all the compounds synthesized is reported.