21857-41-0

Upstream product

• 67-56-1 methanol 
• 147124-34-3 dimethyl 2-(5-fluoro-2-nitrophenyl)malonate 
• 213627-32-8 dimethyl 2-(5-methoxy-2-nitrophenyl)malonate 
• 446-38-8 2-fluoro-4-methoxy-1-nitro-benzene 
• 5367-32-8 5-methoxy-2-nitrotoluene 
• 89302-15-8 2-(5-methoxy-2-nitrophenyl)acetonitrile 
• 20876-29-3 2-(5-methoxy-2-nitrophenyl)acetic acid 
• 446-35-5 2,4-Difluoronitrobenzene 

Downstream Products

• 136764-91-5 methyl 2-(5-methoxy-2-nitrophenyl)-2-methylpropanoate 
• 97522-07-1 methyl α-methyl-5-methoxy-2-nitrobenzeneacetate 
• 391277-57-9 (1S,2R)-2-phenyl-1-cyclohexyl 2-(5-methoxy-2-nitrophenyl)acrylate 
• 391277-55-7 (1S,2R,4S)-bornyl 2-(5-methoxy-2-nitrophenyl)acrylate 
• 391277-54-6 (1R,2S,5R)-methyl 2-(5-methoxy-2-nitrophenyl)acrylate 
• 391277-58-0 (3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl 2-(5-methoxy-2-nitrophenyl)acrylate 
• 391277-46-6 methyl 3-(5-methoxy-2-nitrophenyl)-1-methylpyrrolidine-3-carboxylate 
• 391277-45-5 2-(5-methoxy-2-nitrophenyl)acrylic acid 
• 391277-53-5 methyl 2-(5-methoxy-2-nitrophenyl)acrylate 
• 391277-59-1 (1S,2R)-2-phenyl-1-cyclohexyl (3R)-3-(5-methoxy-2-nitrophenyl)-1-methylpyrrolidine-3-carboxylate 
• 21857-42-1 2-(5-methoxy-2-nitrophenyl)ethan-1-ol 

Relevant academic research and scientific papers

Total Synthesis of 4,5-Didehydroguadiscine: A Potent Melanogenesis Inhibitor from the Brazilian Medicinal Herb, Hornschuchia obliqua

The first total synthesis of the 7,7-dimethylaporphinoid, 4,5-didehydroguadiscine (6), originally isolated from the stems and roots of Hornschuchia oblique (Annonaceae), was achieved by the condensation of homopiperonylamine (7) with an α,α-dimethylphenylacetic acid derivative (8) and subsequent Pschorr reaction of the resulting benzylisoquinoline intermediate (22). The reported 13C NMR data were partially revised on the basis of the analysis of HMBC spectra measured under different conditions. The melanogenesis inhibitory activity (IC50 = 4.7 μM) of 6 was 40 times stronger than that of arbutin (174 μM), which was used as reference standard. Furthermore, 6 was the most potent natural melanogenesis inhibitor within this class of compounds. (Chemical Equation Presented).

Iron(II) bromide-catalyzed intramolecular c-h bond amination [1,2]-shift tandem reactions of aryl azides

Iron(II) bromide catalyzes the transformation of ortho-substituted aryl azides into 2,3-disubstituted indoles through a tandem ethereal C-H bond amination [1,2]-shift reaction. The preference for the 1,2-shift component of the tandem reaction was established to be Me 1 2 Ph.

A direct synthesis of 2-arylpropenoic acid esters having nitro groups in the aromatic ring: A short synthesis of (±)-coerulescine and (±)-horsfiline

A short synthesis of 2-arylpropenoic acid esters that possess nitro groups in their phenyl ring using common and less expensive reagents is described. The usefulness of this methodology is substantiated by the efficient total syntheses of (±)-coerulescine and (±)-horsfiline from the 2-arylpropenoic acid esters obtained.

Azomethine ylide cycloaddition/reductive heterocyclization approach to oxindole alkaloids: Asymmetric synthesis of (-)-horsfiline

The intermolecular [3 + 2] with 2(2-nitrophenyl)acrylate dienophiles followed by reductive heterocyclization affords the spiro(indole-pyrrolidine) ring system. Hence, this enable us to accomplish a concise and highly enantioselective synthesis of (-)-horsfiline 1, based on chiral auxiliary-directed π-face discrimination in the 1,3-dipolar cycloaddition of (1S,2R)- 2-phenyl-1-cyclohexyl ester 4f with N-methylazomethine ylide.