87101-68-6

Upstream product

• 67-56-1 methanol 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 87101-67-5 (E)-2-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-acrylic acid 

Downstream Products

• 114652-03-8 7-(3,4-dimethoxyphenyl)-8-(4-methoxyphenyl)-(E)-5,7-octadienylamine 
• 114652-05-0 isojulandine 
• 114651-99-9 7-(3,4-dimethoxyphenyl)-8-(4-methoxyphenyl)-(E)-5,7-octadienoic acid 
• 114652-01-6 7-(3,4-dimethoxyphenyl)-8-(4-methoxyphenyl)-(E)-5,7-octadienamide 
• 114651-98-8 (E)-2-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)acrylaldehyde 
• 23365-39-1 2-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-1,6,7,8,9,9a-hexahydro-4H-quinolizin-4-one 
• 114651-97-7 2-(3,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-(E)-propenol 

Relevant academic research and scientific papers

Iron(III) chloride catalyzed oxidative coupling reaction of 1,2-diarylethylene derivatives

A nontoxic FeCl3 catalyzed intramolecular oxidative coupling reaction was developed for mild synthesis of a series of phenanthrenes with different substituents. The method involves cross dehydrogenative coupling of a variety of 1,2-diarylethyle

Synthesis of new derivatives of boehmeriasin A and their biological evaluation in liver cancer

Two series of boehmeriasin A analogs have been synthesized in short and high yielding processes providing derivatives differing either in the alkaloid's pentacyclic scaffold or its peripheral substitution pattern. These series have enabled, for the first

Total Synthesis of Phenanthropiperidine Alkaloids by Sequential Alkylation of N,N-Dibenzylaminoacetonitrile

Two representative members of the phenanthropiperidine alkaloid family, tylophorine (1) and cryptopleurine (2), were synthesized by a bidirectional alkylation strategy employing dibenzylaminoacetonitrile as a substrate. This approach relies on the unprecedented condensation of metallated α-aminonitriles with bromomethylphenanthrenes to provide fully substituted α-aminonitriles, which are subjected to a NaBH4-mediated reductive decyanation process to form homobenzylic amines. From these intermediates, a terminal leaving group was introduced by simple chemical manipulation, and its displacement by a free primary amine under two favorable cyclization processes led to the formation of the future E-ring of both alkaloids in high yields. Finally, a late Pictet-Spengler cyclization ensured the formation of a D-ring for the alkaloids 1 and 2.

Advances in the 1-phenanthryl-tetrahydroisoquinoline series of PAK4 inhibitors: Potent agents restrain tumor cell growth and invasion

A new series of novel 1-phenanthryl-tetrahydroisoquinoline derivatives were designed, synthesized and biologically evaluated for their PAK4 inhibitory activities and anti-proliferative effects against three cancer cell lines A549, MCF-7 and HT-1080. Among them, compound 12a exhibited the most potent inhibitory activity against PAK4 with an IC50 value of 0.42 μM. Moreover, this compound inhibited the invasion of A549 tumor cells by regulating the PAK4-LIMK1-cofilin signaling pathway in vitro, and exhibited anti-tumor activity in vivo in the A549 tumor xenograft model. To further evaluate the binding mode of 12a with PAK4, the biotinylated 12a derivative has been synthesized and it was used for immunoprecipitation assay. Intriguingly, our observations suggest that 12a interacts with both the N- and C-termini of PAK4.

Boehmeriasin A as new lead compound for the inhibition of topoisomerases and SIRT2

Two synthetic approaches to boehmeriasin A are described. A gram scale racemic preparation is accompanied by an efficient preparation of both the pure enantiomers using the conformationally stable 2-piperidin-2-yl acetaldehyde as starting material. The an

Synthesis and biological evaluation of tylophorine-derived dibenzoquinolines as orally active agents: Exploration of the role of tylophorine e ring on biological activity

A series of novel tylophorine-derived dibenzoquinolines has been synthesized and their biological activity evaluated. Three assays were conducted: inhibition of cancer cell proliferation, inhibition of TGEV replication for anticoronavirus activity, and su

Iron(III) chloride catalyzed oxidative coupling of aromatic nuclei (Joc The Journal of Organic Chemistry (2004) 6 (913-916))

Easily available and nontoxic FeCl3 catalyzes. intramolecular oxidative coupling for the direct construction of the phenan- threne ring using meta-chloroperbenzoic acid as sole oxidant at room temperature in excellent yields. The mechanistic investigations show that FeCl3-catalyzed coupling proceeds through the heterolytic coupling (A+ + B). The catalytic approach has been applied to intermolecular biaryl coupling of 2-naphthols and phenol ether.

Total synthesis of phenanthroindolizidine alkaloids (±)-antofine, (±)-deoxypergularinine, and their dehydro congeners and evaluation of their cytotoxic activity

Due to their limited natural abundance and significant biochemical effects, we synthesized the alkaloids (±)-antofine (1a), (±)-deoxypergularinine (1b), and their dehydro congeners (2 and 3) starting from the corresponding phenanthrene-9-carboxaldehydes.

Quinolizidine Alkaloid Synthesis via the Intramolecular Imino Diels-Alder Reaction. epi-Lupinine and Cryptopleurine

A totally stereoselective total synthesis of epi-lupinine (1) has been developed that starts with methyl sorbate (6).Alkylation of 6 with bromide 8 gave diene 10, which was elaborated into the imino Diels-Alder precursor 17.Thermolysis of 17 provided excl