144465-18-9

Upstream product

• 3461-50-5 methyl trans-3-methylcinnamate 
• 67-56-1 methanol 
• 80854-57-5 3-(4-nitro-phenyl)-crotonic acid ethyl ester 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 100-19-6 (4-nitrophenyl)ethanone 
• 100-01-6 4-nitro-aniline 
• 5927-18-4 trimethyl phosphonoacetate 
• 623-43-8 crotonic acid methyl ester 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 859967-64-9 2-chloro-3-(4-nitro-phenyl)-butyric acid methyl ester 

Downstream Products

• 30088-28-9 3-(4-nitrophenyl)-2-buten-4-olide 
• 143704-82-9 methyl 4-bromo-3-(4-nitrophenyl)-2-butenoate 
• 143704-88-5 4-(4-nitrophenyl)-N-phenylpyrrolone 
• 1142292-96-3 (E)-methyl 3-(4-aminophenyl)-2-butenoate 
• 1257246-64-2 methyl 4-(dimethoxyphosphoryl)-3-(4-nitrophenyl)but-2-enoate 
• 1598408-59-3 C₁₁H₁₄N₂O 
• 1598408-60-6 C₁₈H₂₀N₂O 
• 1598408-61-7 C₁₆H₂₂N₂O₂ 
• 1598408-75-3 C₁₁H₁₂N₂O₃ 
• 1598408-76-4 C₁₈H₁₈N₂O₃ 
• 1598408-77-5 C₁₆H₂₀N₂O₄ 
• 1598408-38-8 1-(4-((E)-1-(methylcarbamoyl)propen-2-yl)phenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)urea 
• 179174-16-4 (E)-3-(4-nitrophenyl)-2-butenoic acid 
• 1598408-39-9 1-(4-((E)-1-(1-phenylethylcarbamoyl)propen-2-yl)phenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)urea 

Relevant academic research and scientific papers

Dramatic Effect of γ-Heteroatom Dienolate Substituents on Counterion Assisted Asymmetric Anionic Amino-Cope Reaction Cascades

We report a dramatic effect on product outcomes of the lithium ion enabled amino-Cope-like anionic asymmetric cascade when different γ-dienolate heteroatom substituents are employed. For dienolates with azide, thiomethyl, and trifluoromethylthiol substituents, a Mannich/amino-Cope/cyclization cascade ensues to form chiral cyclohexenone products with two new stereocenters in an anti-relationship. For fluoride-substituted nucleophiles, a Mannich/amino-Cope cascade proceeds to afford chiral acyclic products with two new stereocenters in a syn-relationship. Bromide- and chloride-substituted nucleophiles appear to proceed via the same pathway as the fluoride albeit with the added twist of a 3-exo-trig cyclization to yield chiral cyclopropane products with three stereocenters. When this same class of nucleophiles is substituted with a γ-nitro group, the Mannich-initiated cascade is now diverted to a β-lactam product instead of the amino-Cope pathway. These anionic asymmetric cascades are solvent- and counterion-dependent, with a lithium counterion being essential in combination with etheral solvents such as MTBE and CPME. By altering the geometry of the imine double bond from E to Z, the configurations at the R1 and X stereocenters are flipped. Mechanistic, computational, substituent, and counterion studies suggest that these cascades proceed via a common Mannich-product intermediate, which then proceeds via either a chair (X = N3, SMe, or SCF3) or boat-like (X = F, Cl, or Br) transition state to afford amino-Cope-like products or β-lactam in the case of X = NO2.

Design, synthesis and evaluation of novel diaryl urea derivatives as potential antitumor agents

A novel series of diaryl ureas containing different linker groups were designed and synthesized. Their in vitro antitumor activity against MX-1, A375, HepG2, Ketr3 and HT-29 was evaluated using the standard MTT assay. Compounds having a rigid linker group such as vinyl, ethynyl and phenyl showed significant inhibitory activity against a variety of cancer cell lines. Specifically, compound 23 with a phenyl linker group demonstrated broad-spectrum antitumor activity with IC50 values of 5.17-6.46 μM against five tested tumor cell lines. Compound 23 is more potent than reference drug sorafenib (8.27-15.2 μM), representing a promising lead for further optimization.

BIS(TRIMETHYLSILYL)PHENYL COMPOUND OR SALT THEREOF, AND USE THEREOF

The present invention provides a compound that exhibits an excellent antitumor effect and reduces side effects, such as skin disorders, of the existing retinoid by selectively activating on the nuclear receptor RARα, thereby possibly producing significant

Enantioselective Rh-catalyzed hydrogenation of 3-aryl-4-phosphonobutenoates with a P-stereogenic BoPhoz-type ligand

A series of chiral 3-aryl-4-phosphonobutyric acid esters were synthesized in high enantioselectivities (93-98% ee) via the Rh-catalyzed asymmetric hydrogenation of the corresponding 3-aryl-4-phosphonobutenoates using a P-stereogenic BoPhoz-type phosphine-aminophosphine ligand. The methodology has been successfully applied to the asymmetric synthesis of a potential GABA B antagonist, (R)-phaclofen, in high enantioselectivity.

Palladium-catalyzed desulfitative mizoroki-heck couplings of sulfonyl chlorides with mono-and disubstituted olefins: Rhodium-catalyzed desulfitative heck-type reactions under phosphine- And base-free conditions

New conditions have been found for the desulfitative Mizoroki-Heck arylation and trifluoromethylation of mono- and disubustituted olefins with arenesulfonyl and trifluoro-methanesulfonyl chlorides. Thus (E)-1,2- disubstituted alkenes with high ster-eoselectivity and 1,1,2-disubstituted alkenes with 12:1 to 21:1 E/Z steroselectivity can be obtained. Herrmann's palladacycle at 0.1 mol% is sufficient to catalyze these reactions, for which electron-rich or electron-poor sulfonyl chlorides and alkenes are suitable. If phosphine- and base-free conditions are required. 1 mol% [RriCl(C 2,H4)2] catalyzes the desulfitative cross-cou pling reactions. Contrary to results reported for [RuCl2(PPh 3)2]-catalyzed coupling reactions with sulfonyl chlorides, the palladium and rhodium desulfitative Mizoroki-Heck coupling reactions are not inhibited by radical scavenging agents. Possible sulfones arising from the sulfonylation of alkenes at 60°C are not desulfitated at higher temperatures in the presence of the Pd or Rh catalysts.

A facile method for the stereoselective Horner-Wadsworth-Emmons reaction of aryl alkyl ketones.

Excellent Z or E selectivity was observed in the Horner-Wadsworth-Emmons (HWE) reactions of methyl bis(2,2,2-trifluoroethyl)phosphonoacetate or ethyl 2-fluoro-2-diethylphosphonoacetate with aryl alkyl ketones bearing substituents on an aromatic moiety employing Sn(OSO2CF3)2 in the presence of N-ethylpiperidine.

Stereoselective synthesis of tetrasubstituted (Z)-alkenes from aryl alkyl ketones utilizing the Horner-Wadsworth-Emmons reaction

Tetrasubstituted (Z)-alkenes were readily prepared through the Horner-Wadsworth-Emmons reactions of methyl 2-[bis(2,2,2-trifluoroethyl) phosphono]propionate with aryl alkyl ketones by employing Sn(OSO 2CF3)2 and N-ethylpiperidine.

Simple preparation of 4-aryl- and 4-alkyl-2(5H)-furanones from β-substituted crotonic esters

Treatment of β-aryl- or β-alkylcrotonic esters with selenium dioxide in acetic acid in the presence of a catalytic amount of perchloric acid gave 4-substituted 2(5H)-furanones in moderate to good yields.