14255-59-5

Upstream product

• 37630-20-9 1,2-Dimethoxy-3-((E)-2-nitro-vinyl)-benzene 
• 76048-88-9 1-(2,3-dimethoxyphenyl)-2-nitroethan-1-ol 
• 2815-67-0 2,3-dimethoxynitrostyrene 
• 86-51-1 2,3-dimethyoxybenzaldehyde 

Downstream Products

• 5707-56-2 (2,3-dimethoxyphenyl)acetaldehyde 

Relevant academic research and scientific papers

Functional-group tolerance in frustrated lewis pairs: hydrogenation of nitroolefins and acrylates

Weak Lewis acid for high nucleophilicity: Hydridoborate derived from B(2,6-F2C6H3)3 shows significant hydride character. Solid-state and solution structure analysis revealed a dihydrogen-bonded aggregate. The new frustrated Lewis pair was applied in the hydrogenation of nitroolefins and acrylates (see scheme; EWG=electron- withdrawing group). The decreased Lewis acidity provides higher reactivity and functional-group tolerance. Copyright

Structure–activity relationship and biological evaluation of berberine derivatives as PCSK9 down-regulating agents

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a secreted protein and its deficiency markedly enhanced the survival rate of patient with cardiovascular diseases (CVDs). Forty berberine (BBR) derivatives were synthesized and evaluated for their activities on down-regulating the transcription of PCSK9 in HepG2 cells, taking BBR as the lead. Structure–activity relationship (SAR) analysis revealed that 2,3-dimethoxy moiety might be beneficial for activity. Among them, 9k displayed the most potent activity with IC50 value of 9.5 ± 0.5 μM, better than that of BBR. Also, it significantly decreased PCSK9 protein level at cellular level, as well as in the liver and serum of mice in vivo. Furthermore, 9k markedly increased LDLR expression and LDL-C clearance via down-regulating PCSK9 protein. The mechanism of action of 9k is targeting HNF1α and/or Sp1 cluster modulation upstream of PCSK9, a different one from BBR. Therefore, 9k might have the potential to be a novel PCSK9 transcriptional inhibitor for the treatment of atherosclerosis, worthy for further investigation.

Organocatalytic biomimetic reduction of conjugated nitroalkenes

A thiourea-catalyzed biomimetic reduction of conjugated nitroalkenes has been developed. Various aromatic and aliphatic conjugated nitroalkenes can be reduced to give the respective nitroalkanes with good yields under mild conditions. This protocol is not only practical, but may also provide insight into the mechanisms of redox transformations in biological systems. Georg Thieme Verlag Stuttgart.

Preparation of β-phenylnitroethanes having electron-donating aryl substitution

β-Phenyl-β-hydroxynitroethanes having activating aryl substituents are treated with triethylsilane/trifluoroacetic acid under solventless conditions to give the corresponding phenylnitroethanes. Substrates having no aryl substituents or substituents that

SILICA GEL-ASSISTED REDUCTION OF NITROSTYRENES TO 2-ARYL-1-NITROALKANES WITH SODIUM BOROHYDRIDE

Reduction of a variety of nitrostyrenes with sodium borohydride in the presence of silica gel in a mixture of chloroform and 2-propanol furnished the corresponding nitroalkanes free of dimers in near quantitative yields.