116990-79-5

Upstream product

• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 140-10-3 (E)-3-phenylacrylic acid 
• 619-73-8 4-nitrobenzyl chloride 
• 102-92-1 Cinnamoyl chloride 
• 1255952-67-0 (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(3-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,3''-ester 
• 2978-11-2 p-nitrobenzyl-N,N′-diisopropylisourea 
• 1255952-66-9 (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(2-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,3''-ester 
• 1255952-65-8 (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(2-O-n-dodecanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,2''-ester 
• 1255952-64-7 (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(3-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,2''-ester 
• 555-16-8 4-nitrobenzaldehdye 
• 138846-92-1 4-phenyl-3,4-dihydro-1,5-benzodioxepin-2-ones 
• 17263-38-6 (E)-cinnamate 
• 100-14-1 4-nitrobenzyl chloride 

Relevant academic research and scientific papers

Bioactivity and structure–activity relationship of cinnamic acid derivatives and its heteroaromatic ring analogues as potential high-efficient acaricides against Psoroptes cuniculi

A series of cinnamic acid derivatives and its heteroaromatic ring analogues were synthesized and evaluated for acaricidal activity in vitro against Psoroptes cuniculi, a mange mite. Among them, eight compounds showed the higher activity with median lethal concentrations (LC50) of 0.36–1.07 mM (60.4–192.1 μg/mL) and great potential for the development of novel acaricidal agent. Compound 40 showed both the lowest LC50 value of 0.36 mM (60.4 μg/mL) and the smallest median lethal time (LT50) of 2.6 h at 4.5 mM, comparable with ivermectin [LC50 = 0.28 mM (247.4 μg/mL), LT50 = 8.9 h], an acaricidal drug standard. SAR analysis showed that the carbonyl group is crucial for the activity. The type and chain length of the alkoxy in the ester moiety and the steric hindrance near the ester group significantly influence the activity. The esters were more active than the corresponding thiol esters, amides, ketones or acids. Replacement of the phenyl group of cinnamic esters with α-pyridyl or α-furanyl significantly increase the activity. Thus, a series of cinnamic esters and its heteroaromatic ring analogues with excellent acaricidal activity emerged.

Triazine-Based Cationic Leaving Group: Synergistic Driving Forces for Rapid Formation of Carbocation Species

A new triazine-based cationic leaving group has been developed for the acid-catalyzed alkylation of O- and C-nucleophiles. There are two synergistic driving forces, namely, stable C=O bond formation and charge-charge repulsive effects, involved in the rapid generation of the carbocation species in the presence of trifluoromethanesulfonic acid (～200 mol %). Considerable rate acceleration of benzylation, allylation, and p-nitrobenzylation was observed as compared to the reactions with less than 100 mol % of the acid catalyst. The triazine-based leaving group showed superior p-nitrobenzylation yield and stability in comparison to common leaving groups, trichloroacetimidate and bromide. A plausible reaction mechanism (the cationic leaving group pathway) was proposed on the basis of mechanistic and kinetic studies, NMR experiments, and calculations.

Ipomotaosides A-D, resin glycosides from the aerial parts of ipomoea batatas and their inhibitory activity against COX-1 and COX-2

Four new resin glycosides, namely, ipomotaosides A-D (1-4), were isolated from the dried aerial parts of Ipomoea batatas. The structures of 1-4 were elucidated by analysis of their spectroscopic data and by chemical derivatization and were tested for their anti-inflammatory activity against cyclooxygenase (COX)-1 and -2.

Polymer-supported O-alkylisoureas: Useful reagents for the O-alkylation of carboxylic acids

Polymer-supported O-alkylisoureas were prepared by reaction of an alcohol with a polymer-supported carbodiimide under copper(II) catalysis. These reagents were used to transform carboxylic acids into the corresponding methyl, benzyl, allyl, and p-nitrobenzyl esters in a highly chemoselective manner in high yields and in very high purity after simple resin filtration and solvent evaporation. The reactions could be carried out using both conventional or microwave heating, with reaction times as short as 3-5 min in the latter case, without compromising yield, purity, or chemoselectivity. Unfortunately, the corresponding solid-supported tert-butyl isoureas could not be prepared.

Ring-opening reactions of 4-aryl-3,4-dihydro-1,5-benzodioxepin-2-ones: implication of lithium diisopropylamide in Cannizzaro-type transformation

4-Phenyl-3,4-dihydro-1,5-benzodioxepin-2-one, on treatment with lithium diisopropylamide (LDA), undergoes fission of the heterocyclic ring to afford catechol monocinnamate.Similar reaction in the presence of certain aldehydes, however , results in double fission of the heterocyclic ring, yielding cinnamate esters.

The rapid synthesis of organic compounds in microwave ovens

This work demonstrates that organic compounds can be synthesized up to 1240 times faster in sealed Teflon vessels in a microwave oven than by conventional (reflux) techniques.It is shown that all polar molecules absorb microwave energy rapidly and that the rate of energy absorption varies with the dielectric constant.The rates of reaction of polar molecules in nonpolar solvents are not increased appreciably by the microwave method.Also, the homogeneity of the reaction does not affect the rate enhancement.The rate enhancement arises predominantly because the oven superheats the solvent rapidly.Finally, pressure (temperature) measurements have shown that the maximum rate enhancement is achieved when the proper power level and volume of solvent are used.It appears that rate enhancements of approximately 200 are possible for many reactions if the reaction conditions are optimized.

Kinetics of Reaction of p-Nitrobenzyl Bromide with Some α,β-Unsaturated Carboxylate Ions

The second-order rate constants for the reaction of p-nitrobenzyl bromide with the mono- and dianions of maleic and fumaric acids, and with cinnamate, crotonate and acetate ions have been determined in 60percent acetone-water (v/v) at 30 deg C, 35 deg C and 40 deg C.The reactivity decreases in the order: maleate dianion > cinnamate > fumarate dianion > crotonate > acetate > fumarate monoanion > maleate monoanion.