306282-42-8

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 160332-70-7 (S)-(+)-1-(4-bromophenyl)-1,2-ethanediol 
• 99-90-1 para-bromoacetophenone 
• 104-15-4 toluene-4-sulfonic acid 
• 306282-43-9 (S)-2-methylcarbonyloxy-1-(4-bromophenyl)ethyl acetate 
• 92093-23-7 1-(4-bromophenyl)ethane-1,2-diol 
• 2039-82-9 1-bromo-4-ethenyl-benzene 

Downstream Products

• 5391-88-8 (R)-1-(4-bromophenyl)ethanol 
• 201403-14-7 (S)-N²-[2-Hydroxy-1-(p-bromophenyl)ethyl]guanosine 
• 148684-05-3 2-(4-bromophenyl)oxirane 

Relevant academic research and scientific papers

Diastereoselective Alkene Hydroesterification Enabling the Synthesis of Chiral Fused Bicyclic Lactones

Palladium-catalysed diastereoselective hydroesterification of alkenes assisted by the coordinative hydroxyl group in the substrate afforded a variety of chiral γ-butyrolactones bearing two stereocenters. Employing the carbonylation-lactonization products as the key intermediates, the route from the alkenes with single chiral center to chiral THF-fused bicyclic γ-lactones containing three stereocenters was developed.

Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors

The bacterial deacetylase LpxC is a promising target for the development of antibiotics selectively combating Gram-negative bacteria. To improve the biological activity of the reported benzyloxyacetohydroxamic acid 9 ((S)-N-hydroxy-2-{2-hydroxy-1-[4-(phenylethynyl)phenyl]ethoxy}acetamide), its hydroxy group was replaced by a triazole ring. Therefore, in divergent syntheses, triazole derivatives exhibiting rigid and flexible lipophilic side chains, different configurations at their stereocenter, and various substitution patterns at the triazole ring were synthesized, tested for antibacterial and LpxC inhibitory activity, and structure-activity relationships were deduced based on docking and binding energy calculations.

Enantioselective complexation of phenolic crown ethers with chiral aminoethanol derivatives: Effects of substituents of aromatic rings of hosts and guests on complexation

Optically active azophenolic crown ethers having phenyl groups substituted at the respective para-position were prepared and their association constants with chiral aminoethanol derivatives, including 2-amino-2-phenyl-ethanols having an electron-donating or an electron-withdrawing group, were determined in chloroform by means of UV-vis titration methods. The enantioselectivities of these crown ethers are estimated from the ratio of the association constants KR/KS and the effect of aromatic substituents of both hosts and guests on the binding abilities and enantioselectivities is discussed. The structures of the complexes were investigated on the basis of the 1H NMR and UV-vis spectra.

Aralkylation of guanosine with para-substituted styrene oxides

To probe mechanisms of nucleoside aralkylation, product distributions and product stereochemistries were determined in reactions of optically active p-methyl- and p-bromostyrene oxide with guanosine. The proportion of 7-, N2-, and O6