55417-34-0

Upstream product

• 34749-55-8 3-(4-acetoxy-3-methoxyphenyl)prop-2-enoic acid 
• 1135-23-5 3-(4-hydroxy-3-methoxyphenyl)propionic acid 
• 108-24-7 acetic anhydride 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 2596-47-6 (E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acid 

Downstream Products

• 1135-23-5 3-(4-hydroxy-3-methoxyphenyl)propionic acid 
• 1354794-10-7 N,N'-(butane-1,4-diyl)bis(3-(4-hydroxy-3-methoxyphenyl)propanamide) 
• 53902-30-0 3-(4-acetoxy-3-methoxyphenyl)propanoyl chloride 

Relevant academic research and scientific papers

The total syntheses of JBIR-94 and two synthetic analogs and their cytotoxicities against A549 (CCL-185) human small lung cancer cells

We here disclose the total syntheses of the natural polyphenol JBIR-94 and two nonnatural analogs, whose structures are of interest for their bioactivity potential as radical scavengers. Although we initially attempted this by dually acylating both of putrecine's amine nitrogens in a single pot, our endeavors with this method (which has been successfully reported by other groups) proved ineffectual. We accordingly opted for the lengthier approach of acylating each amine individually, which gratuitously prevailed and also aligns with separate literature precedent. Moreover, we here share our analysis of these target compounds’ cytotoxicities and IC50 values against A549 (CCL-185) human small lung cancer cells.

Synthesis of Actinomycetes natural products JBIR-94, JBIR-125, and related analogues

The synthesis of the natural products JBIR-94, DCP, DFP, and CFP is reported. A strategy for the coupling of ferulic or coumaric acid to putrescine is described. We determined that EDCI was the most effective coupling agent for this synthesis. In addition amide coupling with saturated cinnamic acids derivatives provided the best yield. The synthesis of JBIR-125 is accomplished through a novel synthesis of differentially protected spermidine. Preliminary bioassay data demonstrated that all five compounds were active against Pseudomonas aeruginosa.

Biorenewable polyethylene terephthalate mimics derived from lignin and acetic acid

Lignin-based vanillin and acetic anhydride are subjected to the Perkin reaction and then hydrogenation to afford acetyldihydroferulic acid. Polymerization of this monomer yields poly(dihydroferulic acid), which exhibits thermal properties functionally similar to those of polyethylene terephthalate (PET).

AMIDES AND METHOD FOR PLANT DISEASE CONTROL WITH THE SAME

N-(α-cyanobenzyl)amide compounds represented by the formula (1): wherein R1 represents a hydrogen atom; a halogen atom; a C1-C6 alkyl group optionally substituted with a halogen atom or the like; or the like, R2 represents a hydrogen atom, a halogen atom, a C1-C6 alkyl group or the like, R3 represents a hydrogen atom or the like, R4 represents a C1-C4 alkyl group, a C3-C4 alkenyl group or the like, R5 represents a C1-C4 alkyl group, a C3-C4 alkenyl group, or the like, R6 represents a hydrogen atom or the like, R7 represents a hydrogen atom or the like, R8 represents a hydrogen atom or the like, R9 represents a hydrogen atom or the like, R10 represents a hydrogen atom or the like, R11 represents a hydrogen atom or the like, and R12 represents a hydrogen atom or the like, have excellent control activities against plant diseases.

γ-selective hydroxylation of α,β,γ,δ-unsaturated carbonyl compounds and its application to syntheses of (±)-6-hydroxyshogaol and related furanoids

α,β,γ,δ-Unsaturated carbonyl compounds were converted regioselectively into γ-hydroxy-α,β-unsaturated carbonyl compounds by reduction-oxygenation with molecular oxygen and triethylsilane in the presence of cobalt(II) porphyrin as a catalyst followed by treatment with trimethyl phosphite. (±)-Hydroxyshogaol and related furanoids isolated from ginger were synthesized via this method.