37622-92-7

Upstream product

• 3034-50-2 4⁽⁵⁾formylimidazole 
• 98-59-9 p-toluenesulfonyl chloride 
• 139285-00-0 1-[(4-methylphenyl)sulfonyl]-4-hydroxymethylimidazole 

Downstream Products

• 191103-92-1 4-[N-(1-p-toluenesulfonylimidazol-4-yl)methylamino]-2-phenylbenzoylmethionine methyl ester 
• 1416216-47-1 N-methyl-6-[(1-tosyl-1H-imidazol-4-yl)carbonyl]-2-naphthamide 
• 1416216-48-2 ethyl (3S)-3-hydroxy-3-{6-[(methylamino)carbonyl]-2-naphthyl}-3-(1-tosyl-1H-imidazol-4-yl)propanoate 
• 1416216-49-3 6-[(1S)-1,3-dihydroxy-1-(1-tosyl-1H-imidazol-4-yl)propyl]-N-methyl-2-naphthamide 
• 1416216-46-0 6-(hydroxy(1-tosyl-1H-imidazol-4-yl)methyl)-N-methyl-2-naphthamide 
• 185850-13-9 4-ethenyl-1-(4-toluenesulfonyl)-1H-imidazole 
• 1426082-58-7 phenyl(1-tosyl-1H-imidazol-4-yl)methanone 
• 139285-11-3 4-((1R,2S,3S,4S)-3-Nitro-bicyclo[2.2.2]oct-5-en-2-yl)-1-(toluene-4-sulfonyl)-1H-imidazole 
• 139285-11-3 2-endo-nitro-3-exo-<1-(p-toluenesulfonyl)-1H-imidazol-4(or 5)-yl>bicyclo<2.2.2>oct-5-ene 
• 139285-10-2 2-endo-nitro-3-exo-<1-(p-toluenesulfonyl)-1H-imidazol-4(or 5)-yl>bicyclo<2.2.1>hept-5-ene 
• 139285-10-2 2-exo-nitro-3-endo-<1-(p-toluenesulfonyl)-1H-imidazol-4(or 5)-yl>bicyclo<2.2.1>hept-5-ene 
• 139285-07-7 dimethyl 4,5-dimethyl-2-<1-(p-toluenesulfonyl)-1H-imidazol-4(5)-yl>cyclohex-4-ene-1,1-dicarboxylate 
• 139285-08-8 trans-4(or 5)-(4,5-dimethyl-2-nitrocyclohex-4-en-1-yl)-1-(p-toluenesulfonyl)-1H-imidazole 
• 139285-01-1 dimethyl 1(p-toluenesulfonyl)-1H-imidazol-4⁽⁵⁾-ylmethylenemalonate 

Relevant academic research and scientific papers

Regioselective Functionalization of 3-Hydroxy-pyridine Carboxylates by Neighboring Group Assistance

Regioselective hydrolysis, transesterification, and aminolysis of unactivated, highly substituted pyridine esters were realized under mild conditions by employing neighboring group assisted catalysis. Excellent yields were achieved without active removal of the alcohol byproduct. Regioselective aminolysis had a considerable substrate scope ([hetero]aryl, alkyl and amino acid). A mechanism involving assistance by the deprotonated phenolic OH-group is suggested for hydrolysis and transesterification.

Functionalization of the Imidazole Backbone by Means of a Tailored and Optimized Oxidative Heck Cross-Coupling

A general and selective Pd-catalyzed cross-coupling of aromatic boronic acids with vinyl-imidazoles is disclosed. Unlike most cross-coupling reactions, this method operates well in absence of bases avoiding the formation of by-products. The reactivity is highly enhanced by the presence of nitrogen-based ligands, in particular bathocuproine. The method involves MnO2 as oxidant for the oxidation Pd (0)→Pd (II), a much weaker oxidant than previously reported in the literature. This allows for the use of reactants that possess a multitude of functional groups. A scope and limitation study involving a series of 24 boronic acids, whereof 18 afforded TMs in yields in the range 41–95%. The disclosed method constitutes the first general method for the oxidative Heck cross-coupling on the imidazole scaffold, which moreover operates with a selection of other heterocycles. (Figure presented.).

PRODUCTION METHOD OF IMIDAZOLE DERIVATIVES

The present invention provides an advantageous production method of an imidazole derivative, which is suitable for industrial production. Compound (VI) is produced by reacting compound (I) with a Grignard reagent or a magnesium reagent, and a lithium reagent, and then reacting the resulting compound with compound (V).

Structure-based design of imidazole-containing peptidomimetic inhibitors of protein farnesyltransferase

A series of imidazole-containing peptidomimetic PFTase inhibitors and their co-crystal structures bound to PFTase and FPP are reported. The structures reveal that the peptidomimetics adopt a similar conformation to that of the extended CVIM tetrapeptide,

Diels-Alder Reaction of (E)-4-(2-Nitroethenyl)-1H-imidazoles and Methyl (E)-3-(1-Imidazol-4-yl)propenoates

Diels-Alder reaction of methyl (E)-3-(1H-imidazol-4-yl)propenoates 2, 3a-c and (E)-4-(2-nitroethenyl)-1H-imidazoles 3d,e with 2,3-dimethyl-1,3-butadiene, cyclopentadiene, and cyclohexa-1,3-diene gave the corresponding cycloadducts 6-9.