Category: 17920-23-9

Regiospecific Synthesis of Bicyclo- and Heterobicyclo-gem-difluorocyclobutenes Using Functionalized Fluoroallenes and a Novel Mo-Catalyzed Intramolecular [2 + 2] Cycloaddition Reaction was written by Shen, Qilong;Hammond, Gerald B.. And the article was included in Journal of the American Chemical Society in 2002.Computed Properties of C10H14O4 This article mentions the following:

The synthesis of functionalized gem-difluoroallenes served as a platform for an unprecedented molybdenum-catalyzed intramol. allene-alkyne [2+2]-cycloaddition that produced difluorobicyclooctadienes, a hitherto unknown class of bicyclo- and heterobicyclo-CF₂-containing cyclobutenes. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Computed Properties of C10H14O4).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Computed Properties of C10H14O4

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Ester – Wikipedia,
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Chemistry of natural substances. VII. Furoquinoline derivatives by condensation of ethyl 2-propynyl malonate with aromatic amines was written by Reisch, Johannes. And the article was included in Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft in 1967.Category: esters-buliding-blocks This article mentions the following:

Under the reaction conditions which are stated by Baker, Lappin, and Riegel (1946) for the preparation of 3-substituted 4-hydroxyquinolin-2-one, malonic acid diarylamides and not 4-hydroxyquinolinones were obtained. By variation of the synthesis from prop-2-ynylmallonic ester and PhNH2 or MeOC5H4-NH2 resp. 5′-methylnordictamine and 5′-methylnorpseudodictaamine or 5′-methylnorfagarine (Ia) and 5′-methylnorpseudofagarine (Ib) resp. were prepared (Method A) A mixture of 11 g. di-Et prop-2-ynylmalonate (I) and 4.7 g. PhNH2 in 25 ml. Ph2O were refluxed 1 hr. to give 66% prop-2-ynylmalonic acid (II) dianilide (IIa), m. 217° (EtOH). (Method B). To 3.8 g. freshly distilled PHNH2 in 150 ml. absolute Et2O was dropped 2 g. prop-2-ynylmalonic acid dichloride in 20 ml. Et2O with stirring and ice cooling to obtain 90% IIa. According to method A was prepared 48% of the corresponding di-O-anisidide, m. 147° (EtOH) of II; 54% of the cyclohexylmalonic acid (III) dianilide, m. 303° (EtOH) and from 6.65 g. di-Et cyclohexylmalonate (IV) and 3.1 g. p-MeOC6H4NH2, 3 g. di-p-anisidide derivative, m. 289-90° (EtOH) of III, beside 1 g. p-anisidide Et ester derivative, m. 158-60° (aqueous EtOH) of III. Heating 6 g. di-Et propylmalonate and 6 g. PhNH2 1 hr. at 190-200° gave 50% propylmalonic acid dianilide (V), m. 200° (EtOH). Hydrogenation of IIa in 80% MeOH at 0° and 760 mm. gave V quant. A mixture of 6.65 g. IV and 2.32 g. PhNH2 in 12.5 ml. Ph2O was heated on the descending cooler until 2.5 ml. EtOH was distilled to give 83% 3-cyclohexyl-4-hydroxy-2(1H)-quinolinone (VI), m. 238-4° (EtOH). Analogously prepared were 90% 6-methoxy derivative m. 235-6° (EtOH), of VI, and 3-propyl-4-hydroxy-2(1H)quinolinone, m. 235°. A mixture of 22 g. I and 9.3 g. PhNH2 in 50 ml. was heated on the descending cooler until 10 ml. EtOH was distilled to obtain 74% 2-methylfuro[3,2-c]quinolinone (VII), identified by ir spectroscopy. Also obtained was 16% 2-methylfuro[2,3-b]quinolin-4-one (VIII), m. 275° (HCONMe2H2O). Analogously were prepared 74% Ib m. 248-52° (sublimes), and 13.5% Ia, m. 261°. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Category: esters-buliding-blocks).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Category: esters-buliding-blocks

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Ester – Wikipedia,
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Synthesis of Monoalkoxide Monopyrrolyl Complexes Mo(NR)(CHR’)(OR”)(pyrrolyl): Enyne Metathesis with High Oxidation State Catalysts was written by Singh, Rojendra;Schrock, Richard R.;Mueller, Peter;Hoveyda, Amir H.. And the article was included in Journal of the American Chemical Society in 2007.Product Details of 17920-23-9 This article mentions the following:

Addition of 1 equivalent of ROH to Mo(NAr)(CHCMe₂Ph)(Me₂Pyr)₂ (Ar = 2,6-i-Pr₂C₆H₃, Me₂Pyr = 2,5-dimethylpyrrolyl) in di-Et ether or THF yields Mo(NAr)(CHCMe₂Ph)(OR)(Me₂Pyr) species where R = (CH₃)₃C (1, 22% isolated yield), (CH₃)₂CH (2, 83%), Ar (3, 81%), (CF₃)₂CH (4, 45%), or (CF₃)₂(CH₃)C (5, 80%). Ring-closing enyne metathesis by various catalysts leads to cyclic products that arise through initial addition of the triple bond to a methylene species (initially neophylidene) to yield an α- or a β-substituted metallacyclobutene intermediate. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Product Details of 17920-23-9).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Product Details of 17920-23-9

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

I₂ Catalyzed Direct α-Hydroxylation of β-Dicarbonyl Compounds with Atmospheric Oxygen under Photoirradiation was written by Miao, Chun-Bao;Wang, Yan-Hong;Xing, Meng-Lei;Lu, Xin-Wei;Sun, Xiao-Qiang;Yang, Hai-Tao. And the article was included in Journal of Organic Chemistry in 2013.Quality Control of Diethyl 2-(prop-2-yn-1-yl)malonate This article mentions the following:

An I₂-catalyzed hydroxylation of β-dicarbonyl moieties using air as the oxidant under photoirradiation has been developed for the easy preparation of α-hydroxy-β-dicarbonyl compounds The transformation was completed with only 1 mol % of I₂. With α-unsubstituted malonates, the hydroxylated dimerization product was afforded as the predominant product along with a minor product, α,α-dihydroxyl malonate. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Quality Control of Diethyl 2-(prop-2-yn-1-yl)malonate).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.Quality Control of Diethyl 2-(prop-2-yn-1-yl)malonate

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

Synthesis of Oligoenes that Contain up to 15 Double Bonds from 1,6-Heptadiynes was written by Czekelius, Constantin;Hafer, Jillian;Tonzetich, Zachary J.;Schrock, Richard R.;Christensen, Ronald L.;Mueller, Peter. And the article was included in Journal of the American Chemical Society in 2006.Electric Literature of C10H14O4 This article mentions the following:

This paper reports the synthesis of polyene oligomers (“oligoenes”) that contain up to 15 double bonds that are identical to the “all five-membered ring” species formed through cyclopolymn. of diisopropyldipropargylmalonate. The oligoenes contain an isopropylidene unit at each end. The isolated oligoenes range from the “dimer” (a pentaene, (E)-di-1,2-[1-(2-methyl-propenyl)-4,4-di-iso-propyl-carboxy-cyclopent-1-enyl]-ethene (3b₂)) to the “heptamer” (3b₇, a pentadecaene). Oligoenes 3b₂, 3b₃, 3b₄, 3b₅, and 3b₇ were prepared through Wittig-like reactions between aldehydes and the appropriate monometallic Mo alkylidene or bimetallic Mo bisalkylidene species whose alkylidene is derived from an identical five-membered ring monomeric unit. Compounds 3b₂, 3b₄, and 3b₆ were prepared through McMurry coupling reactions of aldehydes. A representative aldehyde (the “monomeric” aldehyde) is diisopropyl-3-formyl-4-(2-methylprop-1-enyl)cyclopent-3-ene-1,1-dicarboxylate (2b), McMurry coupling of which yields 3b₂. A heptaene that contains a six-membered ring in the central unit also was prepared in a Wittig-like reaction involving a bimetallic Mo alkylidene; this species is a model for oligoenes that contain both six-membered and five-membered rings. X-ray structures of two bimetallic species that are employed in the synthesis of the oligoenes are reported. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Electric Literature of C10H14O4).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Electric Literature of C10H14O4

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Self-Sustaining Fluorination of Active Methylene Compounds and High-Yielding Fluorination of Highly Basic Aryl and Alkenyl Lithium Species with a Sterically Hindered N-Fluorosulfonamide Reagent was written by Yang, Yuhao;Hammond, Gerald B.;Umemoto, Teruo. And the article was included in Angewandte Chemie, International Edition in 2022.Category: esters-buliding-blocks This article mentions the following:

By developing a sterically hindered N-fluorosulfonamide reagent, namely N-fluoro-N-(tert-butyl)-tert-butanesulfonamide (NFBB), a conceptually novel base-catalyzed, self-sustaining fluorination of active methylene compounds was discovered and the high-yielding fluorination of the hitherto difficult highly basic (hetero)aryl and alkenyl lithium species was achieved . In the former, the mild and high yield fluorination of active methylene compounds exhibited wide functional group tolerance and its novel catalytic fluorination-deprotonation cycle mechanism was demonstrated by deuterium-tracing experiments In the latter, NFBB reacted with a variety of highly basic (hetero)aryl and alkenyl lithium species to provide the desired fluoro (hetero)arenes and alkenes in unprecedented high or quant. yields. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Category: esters-buliding-blocks).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Category: esters-buliding-blocks

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rhodium-Catalyzed Novel Carbonylative Carbotricyclization of Enediynes was written by Ojima, Iwao;Lee, Seung-Yub. And the article was included in Journal of the American Chemical Society in 2000.Category: esters-buliding-blocks This article mentions the following:

The reaction of dodec-11-ene-1,6-diynes with dimethyl(phenyl)silane in the presence of a rhodium catalyst under ambient carbon monoxide afforded fused 5-7-5-membered tricyclic structures incorporating carbon monoxide. Suitable catalysts were dicarbonyl(acetylacetonato)rhodium, dodecacarbonyl tetrarhodium and tetracarbonyldi-μ-chlorodirhodium. The compounds thus prepared were derivatives of cyclopent[e]azulen-5-one. Also prepared were derivatives of cyclohepta[2,1-c:3,4-c’]difuran and cyclohepta[2,1-c:4,5-c’]dipyrrole. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Category: esters-buliding-blocks).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Category: esters-buliding-blocks

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

A Pan Photoaffinity Probe for Detecting Active Forms of Matrix Metalloproteinases was written by Nury, Catherine;Czarny, Bertrand;Cassar-Lajeunesse, Evelyne;Georgiadis, Dimitris;Bregant, Sarah;Dive, Vincent. And the article was included in ChemBioChem in 2013.Formula: C10H14O4 This article mentions the following:

A photoaffinity probe based on the scaffold of a potent broad-spectrum phosphinic peptide inhibitor of matrix metalloproteinases (MMPs) has been developed. A photolabile diazirine group for covalent modification of MMP active forms was incorporated at the P₁‘ position, and a tritium radioactive label for the sensitive detection of MMP covalent adducts by radioimaging was attached. The probe was characterized on seven catalytic domains of human MMPs (MMP-2, -3, -8, -9, -12, -13 and -14) and was found to display nanomolar affinities toward this set of MMPs, covalently modifying them with crosslinking yields varying from 12 to 58 %, thus leading to highly sensitive detection of these MMPs. In a complex proteome complemented with four recombinant MMPs (MMP-2, -9, -12 and -13), this probe enabled their simultaneous detection with a threshold of few femtomoles and low background labeling. Those properties should make this new pan-activity-based MMP probe a valuable tool for the detection of MMP active forms from biol. fluids or tissue extracts In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Formula: C10H14O4).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Formula: C10H14O4

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A 11-Steps Total Synthesis of Magellanine through a Gold(I)-Catalyzed Dehydro Diels-Alder Reaction was written by McGee, Philippe;Betournay, Genevieve;Barabe, Francis;Barriault, Louis. And the article was included in Angewandte Chemie, International Edition in 2017.Related Products of 17920-23-9 This article mentions the following:

We have developed an innovative strategy for the formation of angular carbocycles via a gold(I)-catalyzed dehydro Diels-Alder reaction. This transformation provides rapid access to a variety of complex angular cores in excellent diastereoselectivities and high yields. The usefulness of this Au(I)-catalyzed cycloaddition was further demonstrated by accomplishing a 11-steps total synthesis of (±)-magellanine. In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Related Products of 17920-23-9).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Related Products of 17920-23-9

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

The design, synthesis and biological evaluation of conformationally restricted 4-substituted-2,6-dimethylfuro[2,3-d]pyrimidines as multi-targeted receptor tyrosine kinase and microtubule inhibitors as potential antitumor agents was written by Zhang, Xin;Raghavan, Sudhir;Ihnat, Michael;Hamel, Ernest;Zammiello, Cynthia;Bastian, Anja;Mooberry, Susan L.;Gangjee, Aleem. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Formula: C10H14O4 This article mentions the following:

A series of eleven conformationally restricted, 4-substituted 2,6-dimethylfuro[2,3-d]pyrimidines was designed to explore the bioactive conformation required for dual inhibition of microtubule assembly and receptor tyrosine kinases (RTKs), and their biol. activities are reported. All three rotatable single bonds in the lead compound were sequentially restricted to address the role of each in SAR for microtubule and RTK inhibitory effects. Several compounds showed microtubule depolymerizing activity comparable to or better than the lead compound, some with nanomolar EC₅₀ values. One compound had no effect on microtubules, others showed potent RTK inhibition with nanomolar IC₅₀s. These compounds confirm that the bioactive conformation for RTK inhibition is different from that for tubulin inhibition. A tetrahydroquinoline analog showed the most potent dual tubulin inhibitors (i.e., tubulin polymerization inhibitors, microtubule-disrupting agents) and RTK inhibitory activities [i.e., low nanomolar inhibition of epidermal growth factor receptors (EGFR), vascular endothelial growth factor receptor 2 (VEGFR2) and platelet derived growth factor receptor β (PDGFR-β)]. The tetrahydroquinoline analog has highly potent activity against many NCI cancer cell lines, including several chemo-resistant cell lines, and could serve as a lead for further preclin. studies. The synthesis of the target compounds was achieved by a reaction of 4-chloro-2,6-dimethylfuro[2,3-d]pyrimidine with amine derivatives, such as benzenamine derivatives, benzofuranamine derivatives, tetrahydroquinoline derivatives, indole derivatives In the experiment, the researchers used many compounds, for example, Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9Formula: C10H14O4).

Diethyl 2-(prop-2-yn-1-yl)malonate (cas: 17920-23-9) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Formula: C10H14O4

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