2998-04-1

Usage

Uses

Used in the Coating Ink Industry:
DIALLYL ADIPATE is used as a component in the preparation method of modified wax micropowder by irradiation crosslinking technology for coating ink. Its inclusion in this process helps to improve the performance and quality of the final ink product, ensuring better adhesion, durability, and overall appearance.

InChI:InChI=1/C12H18O4/c1-3-9-15-11(13)7-5-6-8-12(14)16-10-4-2/h3-4H,1-2,5-10H2

Upstream product

• 124-04-9 Adipic acid 
• 107-18-6 allyl alcohol 

Downstream Products

• 75265-67-7 allyl 2-oxocyclopentane-1-carboxylate 
• 1091-94-7 (+/-)-estrone methyl ether, C⁽⁹⁾-epimer 
• 121720-85-2 allyl 2-(phenylazo)cyclopentene-1-carboxylate 
• 121721-07-1 5-phenyl-3,3a,4,5,7,8-hexahydrocyclopentafuro<3,4-d>pyridazin-1(9H)-one 
• 121721-06-0 5-t-butoxycarbonyl-3,3a,4,5,7,8-hexahydrocyclopentafuro<3,4-d>pyridazin-1(9H)-one 
• 121720-96-5 allyl 2-(2,4-dinitrophenylazo)cyclopent-1-ene-1-carboxylate 
• 121720-97-6 1-Chloro-2-[(2,4-dinitro-phenyl)-hydrazono]-cyclopentanecarboxylic acid allyl ester 
• 121721-12-8 5-(2,4-dinitrophenyl)-3,3a,4,5,7,8-hexahydrocyclopentafuro<3,4-d>pyridazin-1(9H)-one 
• 2754-17-8 adipic acid diglycidyl ester 
• 30079-93-7 2-allylcyclopentanone 
• 1374334-49-2 2-phenylselenyl-5-(propene-3-yl)cyclopentanone 
• 1374334-53-8 benzyl 3-allyl-4-oxocyclopentylcarbamate 
• 4724-62-3 9-Oxo-11-ethyl-1,2-dihydro-pyrrol<3,2,1-ij>decahydrochinolin 

Relevant academic research and scientific papers

Benzocyclopentanone derivative, and preparation method and application thereof

The invention discloses a benzocyclopentanone derivative, a preparation method thereof, and an application of the derivative in inhibition of aflatoxin. The preparation method is characterized in that1,2-phenylenediacetic acid undergoes a series of reactions such as esterification, condensation. nucleophilic substitution, catalytic decarboxylation, Michael addition and high-temperature decarboxylation to finally prepare the benzocyclopentanone derivative. The benzocyclopentanone derivative can inhibit aflatoxin and inhibit the growth of Aspergillus flavus in grains, foods and beverages, and has the advantages of good inhibition effect on the growth and toxin production of Aspergillus flavus, safety, no toxic or side effects, easiness in use, and easiness in industrial production, so the benzocyclopentanone derivative has extremely broad application prospects.

Enantioselective Total Syntheses of (-)-Rhazinilam, (-)-Leucomidine B, and (+)-Leuconodine F

A divergent total synthesis of three structurally distinct natural products from imine 9 was accomplished through an approach featuring: 1) a Pd-catalyzed decarboxylative cross-coupling, and 2) heteroannulation of 9 with bromoacetaldehyde and oxalyl chloride to give tetrahydroindolizine 6 and dioxopyrrole 7, respectively. The former was converted into (-)-rhazinilam, while the latter was converted into (-)-leucomidine B and (+)-leuconodine F. A substrate-directed highly diastereoselective reduction of a sterically unbiased double bond by using a homogeneous palladium catalyst was developed. A self-induced diastereomeric anisochronism (SIDA) phenomenon was observed for leucomidine B. Be divergent: Concise total syntheses of (-)-rhazinilam, (-)-leucomidine B, and (+)-leuconodine F were accomplished from the common intermediate A. A homogeneous palladium catalyst was exploited for the first time to accomplish a substrate-directed highly diastereoselective hydrogenation of a sterically unbiased double bond. A self-induced diastereomeric anisochronism (SIDA) phenomenon was observed for leucomidine B.

An enantioselective total synthesis of (-)-isoschizogamine

A concise enantioselective total synthesis of (-)-isoschizogamine, a complex bridged polycyclic monoterpene indole alkaloid, was accomplished. N-Alkylation of an enantio-enriched imine with an alkyl iodide afforded an iminium salt, which, upon heating by microwave irradiation in the presence of pivalic acid, was converted into the hexacyclic structure of natural product by a complex but ordered domino sequence. The one-pot process leading to the formation of one C-C bond and three C-N bonds created three rings and three contiguous stereogenic centers with complete control of both the relative and absolute stereochemistry. Mix and go: Simply heating the alkyl iodide 1 and imine 2 afforded the hexacyclic compound 3, which was subsequently converted, in one step, into (-)-isoschizogamine. Pivalic acid is the only reagent needed to promote this complex yet ordered domino sequence creating three rings and three contiguous stereogenic centers with complete control of both the relative and absolute stereochemistry.

Formal synthesis of aspidospermidine via the intramolecular cascade transannular cyclization

A formal synthesis of aspidospermidine is reported through a novel preparation of Stork's penultimate tricyclic ketone intermediate. The key steps of the synthesis consist of an intramolecular cascade transannular cyclization, triggered by the removal of Boc group, which simultaneously forms the C, D, and E rings of aspidospermidine and conveniently setting up the quaternary stereocenter via decarboxylative alkylation reaction of the β-keto ester. Georg Thieme Verlag Stuttgart. New York.

Biodegradable cross-linked poly(amino alcohol esters) based on LMW PEI for gene delivery

Polyethylenimine (PEI, especially with Mw of 25000) has been known as an efficient gene carrier and a gold standard of gene transfection due to its high transfection efficiency (TE). However, high concomitant cytotoxicity limited the application of PEI. In this report, several cationic polymers derived from low molecular weight (LMW) PEI (Mw 600) linked with diglycidyl adipate (DA-PEI) or its analogs (diglycidyl succinate, DS-PEI and diglycidyl oxalate, DO-PEI; D-PEIs for all 3 polymers) were prepared and characterized. GPC gave Mws of DA-PEI, DS-PEI and DO-PEI as 6861, 16015 and 35281, respectively. Moreover, degradation of the ester-containing DS-PEI was also confirmed by GPC. In addition, hydroxyls in these polymers could improve their water solubility. These polymers exhibited good ability to condense plasmid DNA into nanoparticles with the size of 120-250 nm. ζ-potentials of the polyplexes were found to be around +10-20 mV under weight ratios (polymer/DNA) from 0.5 to 32. Agarose gel retardation showed that DNA could be released from the polyplexes after being pre-incubated for 30 h. In vitro experiments were carried out and it was found that DS-PEI showed about 5 times of TE compared to that of the PEI/DNA polyplex under a weight ratio of 1 in A549 cells. Meanwhile, the cytotoxicity of D-PEIs assayed by MTT is lower than that of 25 kDa PEI in HEK293 cells. These results suggested that this series of PEI derivatives would be promising non-viral biodegradable vectors for gene delivery. The Royal Society of Chemistry.

Mild one-pot conversion of carboxylic acids to amides or esters with Ph3P/trichloroisocyanuric acid

The reaction of trichloroisocyanuric acid (TCICA) and triphenylphosphine in the presence of a carboxylic acid results in the in situ formation of the corresponding acid chloride under mild conditions. Subsequent addition of amines or alcohols, in the presence of a tertiary amine affords the corresponding amides, or esters, in good to excellent yields. The methodology was applied to the synthesis of a dipeptide.