Category: 617-52-7

Sakai, Kentaro published the artcileA Germanium Catalyst Accelerates the Photoredox α-C(sp³)-H Alkylation of Primary Amines, Name: Dimethyl itaconate, the publication is Organic Letters (2022), 24(18), 3325-3330, database is CAplus and MEDLINE.

Site-selective C(sp³)-H functionalizations using photoredox catalysis (PC) and hydrogen atom transfer (HAT) catalysis have received increasing attention. Here, a Ph₂GeCl₂ cocatalyst that greatly improves the yield of αC(sp³)-H alkylation of primary amines e.g., 3-phenylpropan-1-amine catalyzed by a PC-HAT hybrid system has been reported. The α-position of the amino group selectively reacted even when weaker C-H bonds existed in the substrates. This finding may help the design of a novel site-selective hybrid catalysis.

Organic Letters published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Name: Dimethyl itaconate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Stamm, Arne published the artcilePinene-based oxidative synthetic toolbox for scalable polyester synthesis, Computed Properties of 617-52-7, the publication is JACS Au (2021), 1(11), 1949-1960, database is CAplus and MEDLINE.

Generation of renewable polymers is a long-standing goal toward reaching a more sustainable society . Herein we show how conceptually simple oxidative transformations can be used to unlock the inherent reactivity of terpene synthons in generating polyesters by two different mechanisms starting from the same α-pinene substrate. In the first pathway, α-pinene was oxidized into the bicyclic verbanone based lactone (VaL) and subsequently polymerized into star-shaped polymers via ring-opening polymerization, resulting in a biobased semicrystalline polyester with tunable glass transition and melting temperatures In a second pathway, polyesters were synthesized via polycondensation, utilizing the diol (1-(1′-hydroxyethyl)-3-(2′-hydroxyethyl)-2,2-dimethylcyclobutane (HHDC)) synthesized by oxidative cleavage of the double bond of α-pinene, together with unsaturated biobased diesters such as di-Me maleate (DMM) and di-Me itaconate (DMI), resp. The resulting families of terpene-based polyesters were thereafter successfully crosslinked by either transetherification, utilizing the terminal hydroxyl groups of the synthesized verbanone-based materials, or by UV-irradiation, utilizing the unsaturation provided by the DMM or DMI moieties within the HHDC-based copolymers. This work highlights the potential to apply an oxidative toolbox to valorize inert terpene metabolites enabling generation of bio sourced polyesters and coatings thereof by complementary mechanisms.

JACS Au published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C16H14O6, Computed Properties of 617-52-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Hayashi, Keitaro published the artcileAntitumor effect of dimethyl itaconate on thymic carcinoma by targeting LDHA-mTOR axis, Safety of Dimethyl itaconate, the publication is Life Sciences (2021), 119847, database is CAplus and MEDLINE.

Thymic carcinoma is a rare type of cancer without an established standard pharmaceutical treatment. This study investigated the antitumor effect of di-Me itaconate (DI), a cell-permeable derivative of itaconate, on human thymic carcinoma cell line. Human thymic carcinoma cell line Ty82 was used to evaluate the effect of DI on cell viability. Western blotting and immunohistochem. were performed to determine the mol. mechanism of antitumor effects of DI on Ty82. DI suppressed cell growth and promoted apoptosis of Ty82. The suppressive effect of DI on Ty82 was mediated by the downregulation of lactate dehydrogenase A (LDHA), and the subsequent decrease in the activity of mechanistic target of rapamycin (mTOR). DI exhibited synergistic antitumor effects with a specific inhibitor of large neutral amino acid transporter 1 (LAT1), an amino acid transporter currently being investigated as a novel target for cancer therapy. Our findings demonstrate that DI is a novel potential strategy for thymic carcinoma treatment.

Life Sciences published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Safety of Dimethyl itaconate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Danton, Fanny published the artcileSite-Selective Pd-Catalysed Fujiwara-Moritani type Reaction of N,S-Heterocyclic Systems with Olefins, Recommanded Product: Dimethyl itaconate, the publication is Advanced Synthesis & Catalysis (2021), 363(4), 1088-1095, database is CAplus.

Dihydro-1,4-thiazine skeletons bearing olefin fragment at their α-position were prepared through a Pd(OAc)₂-catalyzed Fujiwara-Moritani type reaction via C-H alkenylation with olefins. This approach is selective, generalizable to a wide range of olefins and requires only 1 equivalent of Ag₂CO₃ without the need of co-oxidant. The C-H bond activation proved to be strongly dependent on the olefin’s substitution while unfused dihydro-1,4-thiazines seemed to be affected by the oxidation state of the sulfur atom. The utility of olefins obtained was demonstrated by their implication in the dipolar cycloaddition reaction with a non-stabilized azomethine ylide.

Advanced Synthesis & Catalysis published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Recommanded Product: Dimethyl itaconate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Urquilla, Andromeda published the artcileSynthesis and Biological Activity of 2-(2-Amino-2-phenylethyl)-5-oxotetrahydrofuran-2-carboxylic Acid: A Microwave-Assisted 1,3-Dipolar Cycloaddition Approach, COA of Formula: C7H10O4, the publication is Synlett (2021), 32(17), 1735-1740, database is CAplus.

The microwave-assisted 1,3-dipolar cycloaddition of furanyl and benzyl oximes RCH=NOH (R = furan-2-yl, Ph) and several Me acrylates R¹C(=CH₂)C(O)OCH₃ [R¹ = 3-methoxy-3-oxopropyl, 2-methoxy-2-oxoethyl] effectively provided several isoxazolines I when mediated by diacetoxyiodobenzene. The selected isoxazolines I, methyl-5-(3-methoxy-3-oxopropyl)-3-phenyl-4,5-dihydro isoxazole-5-carboxylate, was rapidly transformed to the γ-lactone carboxylic acid, 2-(2-amino-2-phenylethyl)-5-oxotetrahydrofuran-2-carboxylic acid, in reasonable yield. The biol. activity of this γ-lactone carboxylic acid increased the growth of E. coli organisms by about 44% and has a potential significance in stem cell research.

Synlett published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C5H10BNO2, COA of Formula: C7H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Cordes, Thekla published the artcileItaconate alters succinate and coenzyme A metabolism via inhibition of mitochondrial complex II and methylmalonyl-CoA mutase, Quality Control of 617-52-7, the publication is Metabolites (2021), 11(2), 117, database is CAplus and MEDLINE.

Itaconate is a small mol. metabolite that is endogenously produced by cis-aconitate decarboxylase-1 (ACOD1) in mammalian cells and influences numerous cellular processes. The metabolic consequences of itaconate in cells are diverse and contribute to its regulatory function. Here, we have applied isotope tracing and mass spectrometry approaches to explore how itaconate impacts various metabolic pathways in cultured cells. Itaconate is a competitive and reversible inhibitor of Complex II/succinate dehydrogenase (SDH) that alters tricarboxylic acid (TCA) cycle metabolism leading to succinate accumulation. Upon activation with CoA (CoA), itaconyl-CoA inhibits adenosylcobalamin-mediated methylmalonyl-CoA (MUT) activity and, thus, indirectly impacts branched-chain amino acid (BCAA) metabolism and fatty acid diversity. Itaconate, therefore, alters the balance of CoA species in mitochondria through its impacts on TCA, amino acid, vitamin B12, and CoA metabolism Our results highlight the diverse metabolic pathways regulated by itaconate and provide a roadmap to link these metabolites to potential downstream biol. functions.

Metabolites published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Quality Control of 617-52-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Guo, Wei published the artcileBase-Promoted Three-Component Cyclization and Coupling Strategy for the Synthesis of Substituted 3-Aryl-5-thio-1,3,4-thiadiazole-2-thiones, Safety of Dimethyl itaconate, the publication is Asian Journal of Organic Chemistry (2022), 11(3), e202100745, database is CAplus.

An effective base-promoted cyclization and coupling strategy for the construction of substituted 3-aryl-5-thio-1,3,4-thiadiazole-2-thiones I [R¹ = Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.; R² = C(O)OMe, C(O)CH₂CH(Me)₂, C(O)N(Me)₂, etc.] from phenylhydrazines, olefins and CS₂ was developed through employing CS₂ as a sulfur feedstock. The reaction proceeded under mild reaction conditions in the absence of any external catalysts, transition metals and ligands. The one-step three-component procedure also showed the merits of simple operation, using available starting materials, wide substrate scopes, and high atom and step economy. This reaction provided facile access to substituted 3-aryl-5-thio-1,3,4-thiadiazole-2-thiones I, which could be used in the field of drug research.

Asian Journal of Organic Chemistry published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Safety of Dimethyl itaconate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Chen, Yiding published the artcilePhotoredox Generation of Sulfonyl Radicals and Coupling with Electron Deficient Olefins, Quality Control of 617-52-7, the publication is Organic Letters (2020), 22(15), 5746-5748, database is CAplus and MEDLINE.

Various sulfone tetrazoles were activated via iridium photoredox catalysis in the presence of DMAP to gave dialkyl sulfones such as I [R¹ = 4-FC₆H₄CH₂CH₂, 4-ClC₆H₄CH₂, tetralin-2-yl, etc.; R² = CN, C(O)OEt, C(O)O-Bn, etc., R³ = H, CH₂C(O)OMe; R²R³ = CH₂CH₂OC(O); R⁴ = H, Me]. The presumed sulfone radical intermediates were trapped by a range of electron-deficient olefins in generally good to excellent yields.

Organic Letters published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Quality Control of 617-52-7.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Pizarro, Guadalupe del C. published the artcileMorphological, optical and wettability characterization of honeycomb patterned films based on self-assembling copolymer under thermal annealing, Recommanded Product: Dimethyl itaconate, the publication is Chemical Physics (2020), 110715, database is CAplus.

A series of honeycomb-patterned porous films based on self-assembly block copolymers with different hydrophilic blocks were prepared using the breath figure (BF) method. The variation of hydrophilic moieties into the block copolymers provokes a response in the pore diameter size dispersity and in the surface pore distribution entropy. The morphol. properties are examined using SEM and AFM microscopies, wettability properties were also studied. The distribution of the pores at the surface and shape variations of the structured films were studied by Raman spectroscopy before and after thermal annealing. We report a significant increase of the order and dispersity narrowing of the pores after thermal annealing which affects the water contact angle (WCA). These results were attributed to the process mechanism of the polymer chain self-assembly of the different hydrophilic moieties as a result of thermal annealing at temperatures below the glass transition temperature (T_g).

Chemical Physics published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Recommanded Product: Dimethyl itaconate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Pizarro, Guadalupe del C. published the artcileMicroporous hybrid films from amphiphilic copolymers: surface coated with ZnS nanoparticles using the breath figure (BF) methodology, Safety of Dimethyl itaconate, the publication is Chemical Papers (2020), 74(8), 2605-2612, database is CAplus.

High-performance catalysts and photovoltaics form key components for various technol. applications. Because catalytic and photovoltaic reactions occur at the interfaces between reactants and surfaces, the chem., phys., and structural properties of interfaces have been the focus of many studies. One route towards the improvement and optimization of such interfaces is the preparation of microporous materials from amphiphilic copolymers, which can also be surface coated with inorganic nanoparticles to obtain different properties. In this work, we have prepared microporous hybrid films with fluorescent properties from amphiphilic block copolymers surface coated with ZnS (NPs) based on the breath figure (BF) mechanism, keeping constant the concentration of ZnS NPs, solvent, humidity and substrates. The morphol. and optical properties were investigated by microscopic and optical characterization techniques. As a result, the fabrication method facilitates the preparation of fluorescent porous films with varying morphol. properties (shapes and diameter pore). The hybrid porous films containing polystyrene-b-polyacrylic acid, polystyrene-b-polyitaconic acid and polystyrene-b-polydialylmalonic acid were obtained with an average pore size of 0.57 ± 0.04 μm, 0.78 ± 0.03 μm and 1.50 ± 0.04 μm, resp. An increase in the water contact angle (WCA) was observed in the block copolymer porous films after functional process with ZnS (NPs).

Chemical Papers published new progress about 617-52-7. 617-52-7 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Aliphatic hydrocarbon chain,Ester, name is Dimethyl itaconate, and the molecular formula is C7H10O4, Safety of Dimethyl itaconate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics