179983-49-4

Basic information

• Product Name: tert-butyl 4-nitro-N-methyl-1H-imidazole-2-carboxylate
• CAS NO: 179983-49-4
• Molecular Weight: 227.22
• Mol File: 179983-49-4.mol

Chemical Properties

• CAS DataBase Reference: tert-butyl 4-nitro-N-methyl-1H-imidazole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 4-nitro-N-methyl-1H-imidazole-2-carboxylate(179983-49-4)
• EPA Substance Registry System: tert-butyl 4-nitro-N-methyl-1H-imidazole-2-carboxylate(179983-49-4)

Safety Data

• Hazardous Substances Data: 179983-49-4(Hazardous Substances Data)

Upstream product

• 507-19-7 t-butyl bromide 
• 109012-24-0 1-methyl-4-nitro-1H-imidazole-2-carboxylic acid 
• 120095-64-9 2,2,2-trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)ethan-1-one 
• 865-48-5 sodium t-butanolate 
• 30148-23-3 2-trichloroacetyl-1-methylimidazole 

Downstream Products

• 252206-28-3 4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-1-methyl-1H-imidazole-2-carboxylic acid 

Relevant articles and documents

Synthesis and antitumor activity of novel distamycin derivatives

Several distamycin derivatives were synthesized from deformyl distamycin by coupling with different azole carboxylic acids bearing an alkylating moiety. Some of them showed good activities in vitro and in vivo against L 1210 murine leukemia.

Series of oligopolyamide containing N-methylpyrrole and N-methylimidazole and synthesis method thereof

The invention discloses a series of oligopolyamide DNA minor groove ligand compounds containing N-methylpyrrole and N-methylimidazole and a synthesis method thereof. The synthesis method provided by the invention adopts a five-membered heterocyclic compound and a derivative thereof as the raw materials, and carries out a series of reactions like acylation, nitration, hydrogenation, condensation, hydrolysis and the like to synthesize the target product. The synthesis method provided by the invention is also applicable to synthesis of polyamide. The synthetic process adopted by the method provided by the invention has the characteristics of simple operation and high yield, and is suitable for industrial scale production. The oligopolyamide DNA minor groove ligand compounds containing N-methylpyrrole and N-methylimidazole provided by the invention have structural formulas shown as formula I and formula II in the specification.

Fmoc solid phase synthesis of polyamides containing pyrrole and imidazole amino acids

Matrix presented Polyamides containing N-methylimidazole (Im) and N-methylpyrrole (Py) amino acids are synthetic ligands that have an affinity and specificity for DNA comparable to those of many naturally occurring DNA binding proteins. A machine-assisted Fmoc solid phase synthesis of polyamides has been optimized to afford high stepwise coupling yields (>99%). Two monomer building blocks, Fmoc-Py acid and Fmoc-Im acid, were prepared in multigram scale. Cleavage by aminolysis followed by HPLC purification affords up to 200 mg quantities of polyamide with purities and yields greater than or equal to those reported using Boc chemistry. A broader set of reaction conditions will increase the number and complexity of minor groove binding polyamides which may be prepared and help ensure compatibility with many commercially available peptide synthesizers.