609-08-5 Archives - Page 8 of 9 - Esters-buliding-blocks

Mugnaini, Claudia’s team published research in Bioorganic & Medicinal Chemistry Letters in 2020 | CAS: 609-08-5

Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.HPLC of Formula: 609-08-5

《Structure optimization of positive allosteric modulators of GABAB receptors led to the unexpected discovery of antagonists/potential neg. allosteric modulators》 was written by Mugnaini, Claudia; Brizzi, Antonella; Mostallino, Rafaela; Castelli, Maria Paola; Corelli, Federico. HPLC of Formula: 609-08-5 And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020. The article conveys some information:

Pos. allosteric modulators (PAMs) of GABAB receptor represent an interesting alternative to receptor agonists such as baclofen, as they act on the receptor in a more physiol. way and thus are devoid of the side effects typically exerted by the agonists. Based on our interest in the identification of new GABAB receptor PAMs, we followed a merging approach to design new chemotypes starting from selected active compounds, such as GS39783, rac-BHFF, and BHF177, and we ended up with the synthesis of four different classes of compounds The new compounds were tested alone or in the presence of 10 μM GABA using [35S]GTPγS binding assay to assess their functionality at the receptor. Unexpectedly, a number of them significantly inhibited GABA-stimulated GTPγS binding thus revealing a functional switch with respect to the prototype mols. Further studies on selected compounds will clarify if they act as neg. modulators of the receptor or, instead, as antagonists at the orthosteric binding site. In addition to this study using Diethyl 2-methylmalonate, there are many other studies that have used Diethyl 2-methylmalonate(cas: 609-08-5HPLC of Formula: 609-08-5) was used in this study.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Vansco, Michael F.’s team published research in Journal of the American Chemical Society in 2019 | CAS: 609-08-5

The author of 《Synthesis, Electronic Spectroscopy, and Photochemistry of Methacrolein Oxide: A Four-Carbon Unsaturated Criegee Intermediate from Isoprene Ozonolysis》 were Vansco, Michael F.; Marchetti, Barbara; Trongsiriwat, Nisalak; Bhagde, Trisha; Wang, Guanghan; Walsh, Patrick J.; Klippenstein, Stephen J.; Lester, Marsha I.. And the article was published in Journal of the American Chemical Society in 2019. Synthetic Route of C8H14O4 The author mentioned the following in the article:

Ozonolysis of isoprene, a most abundant volatile organic compound in the Earth atm., generates the four-carbon unsaturated, methacrolein oxide (MACR-oxide), Criegee intermediate. Initial laboratory synthesis and direct detection of MACR-oxide was achieved by reaction of photolytically-generated, resonance-stabilized iodoalkene radicals with O. MACR-oxide was characterized on its first π* ← π electronic transition using a ground-state depletion method. MACR-oxide exhibited a broad UV-vis spectrum peak at 380 nm with weak oscillatory structure at long wavelengths ascribed to vibrational resonances. Complementary theory predicted two strong π* ← π transitions from extended conjugation across MACR-oxide with overlapping contributions from its four conformers. Electronic promotion to the 11ππ* state agreed well with exptl. data and resulted in non-adiabatic coupling and prompt release of O 1D products observed as anisotropic velocity-map images. This UV-visible detection scheme enables the study of its unimol. and bimol. reactions under thermal conditions relevant to the atm. In the experiment, the researchers used Diethyl 2-methylmalonate(cas: 609-08-5Synthetic Route of C8H14O4)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Peer, Gernot’s team published research in Macromolecules (Washington, DC, United States) in 2020 | CAS: 609-08-5

Synthetic Route of C8H14O4In 2020 ,《Revival of Cyclopolymerizable Monomers as Low-Shrinkage Cross-Linkers》 appeared in Macromolecules (Washington, DC, United States). The author of the article were Peer, Gernot; Kury, Markus; Gorsche, Christian; Catel, Yohann; Fruehwirt, Philipp; Gescheidt, Georg; Moszner, Norbert; Liska, Robert. The article conveys some information:

Cyclopolymerizable monomers (CPMs) are rarely described as crosslinkers, as their most prominent feature is the ability to form soluble polymer chains. In this study, we design a dimalonate-based CPM and investigate its ability as a low-shrinkage reactive diluent in a com. resin. It demonstrates high reactivity in radical photopolymerization with significantly reduced volumetric shrinkage and shrinkage stress compared to com. monomers. The investigated CPM is copolymerizable with conventional methacrylates and yields photopolymers with similar mech. properties. Addnl., an in-depth evaluation of the propagation step during cyclopolymn. was performed via NMR studies. Considering the low volumetric shrinkage of the CPM-crosslinker, additive manufacturing or dental resins represent highly promising applications. In the part of experimental materials, we found many familiar compounds, such as Diethyl 2-methylmalonate(cas: 609-08-5Synthetic Route of C8H14O4)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yiannakas, Ektoras’s team published research in Angewandte Chemie, International Edition in 2021 | CAS: 609-08-5

Safety of Diethyl 2-methylmalonateIn 2021 ,《An Alkyne-Metathesis-Based Approach to the Synthesis of the Anti-Malarial Macrodiolide Samroiyotmycin A》 was published in Angewandte Chemie, International Edition. The article was written by Yiannakas, Ektoras; Grimes, Mark I.; Whitelegge, James T.; Fuerstner, Alois; Hulme, Alison N.. The article contains the following contents:

The authors report the first total synthesis of samroiyotmycin A (I), a C2-sym. 20-membered anti-malarial macrodiolide isolated from Streptomyces sp. The convergent synthetic strategy orchestrates bisalkyne fragment-assembly using an unprecedented Schollkopf-type condensation on substituted β-lactone II and an ambitious late-stage one-pot alkyne cross metathesis-ring-closing metathesis (ACM-RCAM) reaction. The demanding alkyne metathesis sequence is achieved using the latest generation of molybdenum alkylidynes endowed with a tripodal silanolate ligand framework. Subsequent conversion to the required E-alkenes uses contemporary hydrometallation chem. catalyzed by tetrameric cluster [{Cp*RuCl}4]. After reading the article, we found that the author used Diethyl 2-methylmalonate(cas: 609-08-5Safety of Diethyl 2-methylmalonate)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Kulyabin, Pavel S.’s team published research in Journal of the American Chemical Society in 2021 | CAS: 609-08-5

《ansa-Zirconocene Catalysts for Isotactic-Selective Propene Polymerization at High Temperature: A Long Story Finds a Happy Ending》 was written by Kulyabin, Pavel S.; Goryunov, Georgy P.; Sharikov, Mikhail I.; Izmer, Vyatcheslav V.; Vittoria, Antonio; Budzelaar, Peter H. M.; Busico, Vincenzo; Voskoboynikov, Alexander Z.; Ehm, Christian; Cipullo, Roberta; Uborsky, Dmitry V.. HPLC of Formula: 609-08-5This research focused onzirconocene ansa triptycene annelated preparation catalyst stereoregular polymerization propylene; stereoregular polypropylene preparation high temperature polymerization triptycene zirconocene catalyst. The article conveys some information:

Triptycene-annelated bis-indenyl ansa-zirconocenes were prepared as catalysts for stereoselective polymerization of propene, producing polypropylene with high degree of stereoregularity. Absolute rigidity is rare in the “”soft”” world of organometallics. Here we introduce two cyclopenta[a]triptycyl ansa-zirconocene catalysts for isotactic-selective propene polymerization, designed by means of an integrated high-throughput experimentation/quant. structure-activity relationship modeling approach. An ultrarigid ligand precisely wrapped around the Zr center enforces an enzyme-like lock and key fit, effectively hampering undesired reactive events, even at high temperature Stereodefective units are hardly detectable by 13C NMR in the polymer produced at 120°; this corresponds to an enantioselectivity exceeding 6-7 kcal/mol: i.e., less than 1 propene misinsertion every 4000 (and at room temperature, one every ~40000!). In addition to this study using Diethyl 2-methylmalonate, there are many other studies that have used Diethyl 2-methylmalonate(cas: 609-08-5HPLC of Formula: 609-08-5) was used in this study.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Marinova, Maya’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2020 | CAS: 609-08-5

《Chiral stimuli-responsive metallo-supramolecular assembly induced by CuII/CuI redox change》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Marinova, Maya; Bonnefont, Antoine; Achard, Thierry; Maisse-Francois, Aline; Bellemin-Laponnaz, Stephane. Synthetic Route of C8H14O4 The article mentions the following:

Authors investigated the selective formation of homoleptic and heteroleptic metal complexes controlled by the chiral mol. instruction of the ligand and the coordination geometry of the metal. The results showed that chiral self-recognition or self-discrimination may be induced by the CuI/CuII redox transition using cyclic voltammetry. The further use of chiral ditopic ligands led to metallo-supramol. copolymers with stimuli-responsive controlled arrangement. In the experiment, the researchers used many compounds, for example, Diethyl 2-methylmalonate(cas: 609-08-5Synthetic Route of C8H14O4)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wang, Guangzhu’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2022 | CAS: 609-08-5

In 2022,Wang, Guangzhu; Shen, Chaoren; Ren, Xinyi; Dong, Kaiwu published an article in Chemical Communications (Cambridge, United Kingdom). The title of the article was 《Ni-Catalyzed enantioselective reductive arylcyanation/cyclization of N-(2-iodo-aryl) acrylamide》.Application In Synthesis of Diethyl 2-methylmalonate The author mentioned the following in the article:

A Ni/(S,S)-BDPP-catalyzed intramol. Heck cyclization of N-(2-iodo-aryl)acrylamides with 2-methyl-2-phenylmalononitrile was developed to give oxindoles with good enantioselectivities. By utilizing such an electrophilic cyanation reagent could tackle the deleterious effect of the coordinative cyanide ion in the asym. alkene arylcyanation. The experimental part of the paper was very detailed, including the reaction process of Diethyl 2-methylmalonate(cas: 609-08-5Application In Synthesis of Diethyl 2-methylmalonate)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some tips on 609-08-5

Electric Literature of 609-08-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 609-08-5 as follows.

General procedure: PhIO (550 mg, 2.5 mmol), Et3N·5HF (800 mg, 4 mmol), and DCE (1 mL)were placed in a Teflon test tube. After stirring at r.t. for 15 min, the appropriate malonic ester 1 (1 mmol) and DCE (1 mL) were added. The test tube was sealed with a septum rubber and heated at 70 C for 24 h with stirring. The reaction mixture was neutralized with aq NaHCO3 and the product was extracted with CH2Cl2 (3 × 10 mL). The combined organic layers were washed with brine (20 mL), dried (Na2SO4), and concentrated under reduced pressure. The product was purified by column chromatography on silica gel with hexane-CH2Cl2 as eluent.

According to the analysis of related databases, 609-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kitamura, Tsugio; Muta, Kensuke; Oyamada, Juzo; Synthesis; vol. 47; 20; (2015); p. 3241 – 3245;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 609-08-5

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 609-08-5, name is Diethyl 2-methylmalonate, A new synthetic method of this compound is introduced below., Formula: C8H14O4

To a THF (0.5 M) solution of diethyl methylmalonate (1 eq.) was added sodium hydride (1.4 eq., 60% (w/w) dispersion in paraffin oil) in four equal portions, three to five minutes apart. The reaction was maintained at 0C for 15 mm, before it was allowed to warm to RT over 30 mm. After another 30 mm of stirring at RT, the mixture was re-cooled to 0C and then added N-fluorobenzenesulfonamide (1.1 eq.) in four equal portions. Stirring was continued at 0C for 30 mm and then at RT for 4 h, at which time it was determined to be >95% complete by ?H NMR. The reaction was then diluted with hexanes and vacuum filtered. The filter cake was washed further with hexanes and the product-containing filtrate was concentrated. More hexanes was added to induce further precipitation of unwanted- by-products and the suspension was filtered again. The filtrate thus obtained was then concentrated in vacuo to furnish a biphasic oil. The upper layer was determined to be paraffin oil and was discarded. The lower layer was the desired product (82% yield).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; MERCK PATENT GMBH; JORAND-LEBRUN, Catherine; LAN, Ruoxi; CHEN, Austin; CLARK, Ryan C.; (268 pag.)WO2017/49068; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The origin of a common compound about 609-08-5

The synthetic route of Diethyl 2-methylmalonate has been constantly updated, and we look forward to future research findings.

Reference of 609-08-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 609-08-5, name is Diethyl 2-methylmalonate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 6 Preparation of Diethyl 2-fluoro-2-methylmalonate Diethyl 2-methylmalonate (870 mg, 860 muL, 5 mmole) was dissolved in anhydrous tetrahydrofuran (10 mL) under nitrogen. Sodium hydride (250 mg as a 60% oil dispersion, 6 mmole) was added and the mixture was stirred until hydrogen evolution ceased (about 15 minutes). The reaction mixture was diluted with toluene (20 mL) and transferred dropwise to a solution of N-fluoro-N-neopentyl-p-toluenesulfonamide (1.295 g, 5 mmole) in anhydrous toluene (10 mL) over 5 minutes. A precipitate formed during addition and the reaction temperature rose from 23 to 36. After stirring an additional 5 minutes under nitrogen, the reaction mixture was diluted with ether (100 mL), washed with aqueous 1N oxalic acid (30 mL), 10% aqueous potassium bicarbonate (30 mL), and saturated aqueous sodium chloride (30 mL) solutions, and then dried over anhydrous magnesium sulfate. Filtration, removal of solvent under reduced pressure, and purification by flash column chromatography (silica, 1:1 methylene chloride-hexane) yielded diethyl 2-fluoro-2-methylmalonate (512 mg, 53% yield) as a colorless liquid. This material, and additional samples prepared by this procedure, were analyzed and provided the following results: IR (liquid film) gammamax (cm-1) 2940 (m), 1750 (s, ester), 1440 (m), 1370 (m), 1290 (s); 1 H NMR (80 MHz, CDCl3) delta1.33 (t, J=8 Hz, 6H, CH2 CHHD 3), 1.81 (d, J=22.67 Hz, 3H, CH3), 4.30 (q, J=8 Hz, 4H, CH2); 19 F NMR (94.1 MHz, CDCl3) -158.02 (q, J=22 Hz, 1F); HRMS (M–CH2 CH3) calcd. for C6 H8 O3 F: 147.0457; found: 147.0450; LRMS (CI) m/e 193.

The synthetic route of Diethyl 2-methylmalonate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4479901; (1984); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics