883143-66-6

Upstream product

• 181115-01-5 1-bromo-5-(2-hydroxyethyl)-2-methoxybenzene 
• 18217-00-0 1-(2-Chloroethyl)-4-methoxybenzene 
• 196081-78-4 3-bromo-4-hydroxyphenylethyl alcohol 
• 501-94-0 p-hydroxyphenethyl alcohol 

Relevant academic research and scientific papers

RAFT polymerization of bromotyramine-based 4-acryloyl-1,2,3-triazole: A functional monomer and polymer family through click chemistry

Four new functional acryloyl-triazole monomers derived from bromotyramine were successfully synthesized. These monomers were prepared in an efficient way from organic azides and propargyl acrylate via a copper catalyzed 1,3-dipolar cycloaddition. Polymers containing bromotyramine as a pendant group were obtained via reversible addition-fragmentation chain transfer (RAFT) polymerization. The influence of the chain transfer agent (CTA), solvent, temperature and the length of the linker between the triazole and bromotyramine groups on the polymerization kinetics was studied. It was found that triazoles containing acrylate monomers are characterized by fast polymerization and polymers with controlled molar masses (20 000 g mol-1) and low dispersities (DM 1.5) can be prepared. Glass transition temperatures of these acrylic polymers ranged from 48 °C to 20 °C by controlling the length of the linker between the bromotyramine side groups and the backbone.

Parallel synthesis of a bis-triazoles library as psammaplin A analogues: A new wave of antibiofilm compounds?

Synthesis of psammaplin A analogues is described. Screening for antibiofilm activity of the targeted library afford some interesting elements in terms of structure-activity relationships. Some compounds exhibited EC50 in the range of ampicillin against th

Click-based synthesis of bromotyrosine alkaloid analogs as potential anti-biofilm leads for SAR studies

A library of triazole-based analogs of bromotyramine alkaloids such as verongamines, hemibastadins, pseudoceramine D and clavatidine E was designed in order to identify promising leads that may help in the control of bacterial biofilms. Twenty-three compounds were screened for their biofilm inhibitory activity against three strains of Gram-negative bacteria. SAR studies revealed that hemibastadins analogs were the most active compounds which act as inhibitors of biofilm development (EC50 8.8-29 μM) without effect on bacterial growth even at high concentrations (100 μM).

Azidosubstituted arylboronic acids: Synthesis and Suzuki-Miyaura cross-coupling reactions

Arylboronic acids having a remote azido group were prepared from the corresponding azidosubstituted aryl bromides via lithiation and treatment with trialkyl borates. Preparative yields were achieved when the starting aryl bromides possessed ortho-alkoxy groups, which would stabilize the intermediate aryllithium species. Conventional Suzuki cross-coupling of the arylboronic acids proceeded generally well with retention of azido group; however, sometimes azidomethyl fragment underwent oxidative transformation into a nitrile.