Category: 3393-45-1

Synthetic Route of C5H6O2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Alkylidene Meldrum’s Acids as Platforms for the Vinylogous Synthesis of Dihydropyranones. Author is Wittmann, Stephane; Martzel, Thomas; Pham Truong, Cong Thanh; Toffano, Martial; Oudeyer, Sylvain; Guillot, Regis; Bournaud, Chloee; Gandon, Vincent; Briere, Jean-Francois; Vo-Thanh, Giang.

Upon Broensted base organocatalysis, ketone-derived alkylidene Meldrum’s acids proved to be competent vinylogous platforms able to undergo a formal (4+2) cycloaddition reaction with dihydro-2,3-furandione, providing an unprecedented route to 3,6-dihydropyran-2-ones as spiro[4.5]decane derivatives, e.g., I, with up to 98% ee thanks to the com. available Takemoto catalyst. Preliminary investigation showed that this reaction could be extended to other activated ketones, establishing these alkylidene Meldrum’s acids as a novel C4-synthon in the vinylogous series.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Quality Control of 5,6-Dihydro-2H-pyran-2-one. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Catalytic asymmetric borylative aldol reaction of 5,6-dihydro-2H-pyran-2-one and ketones. Author is Zhang, Qi; Jia, Xueshun; Yin, Liang.

A copper(I)-catalyzed asym. borylative aldol reaction of 5,6-dihydro-2H-pyran-2-one and simple ketones (including aromatic ketones and an aliphatic ketone) was disclosed, which afforded a series of chiral diols after an oxidative work-up in moderate yields with moderate to high diastereoselectivity and excellent enantioselectivity [e.g., 2-acetonaphthone + 5,6-dihydro-2H-pyran-2-one + (BPin)2 → I (63%, >20:1 dr, 99% ee) in presence of Cu(MeCN)4PF6, (R,Rp)-TANIAPHOS, NaBARF, iPrOH as proton source and NaOBu-t as base in THF at -50°]. The lactone moiety was easily opened with methanol to generate a chiral triol in moderate yield.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3393-45-1, is researched, SMILESS is O=C1C=CCCO1, Molecular C5H6O2Journal, Article, Natural Products and Bioprospecting called Chemical Constituents from the Whole Plant of Cuscuta reflexa, Author is Aung, Tin Thu Thu; Xia, Meng-Yuan; Hein, Pyae Phyo; Tang, Rong; Zhang, Dong-Dong; Yang, Jun; Yang, Xue-Fei; Hu, Dong-Bao; Wang, Yue-Hu, the main research direction is chem constituent plant cuscuta reflexa; 2H-pyran-2-one glucosides; Cuscuta reflexa; Platelet aggregation; Porcine pancreatic lipase; Steroidal glucosides.Formula: C5H6O2.

Two new 2H-pyran-2-one glucosides, cuscutarosides A (1) and B (2), and one new steroidal glucoside, 7β-methoxy-β-sitosterol 3-O-β-glucopyranoside (3), together with 12 known compounds (4-15) were isolated from the whole plant of Cuscuta reflexa (Convolvulaceae) collected from Myanmar. The chem. structures of these new compounds were elucidated based on extensive spectroscopic anal. The antiobesity activity of these isolates was evaluated using porcine pancreatic lipase (PPL), and the antiplatelet aggregation activity was screened using rabbit platelets induced by thrombin, platelet-activating factor (PAF), arachidonate (AA), or collagen. 7β-Methoxy-β-sitosterol 3-O-β-glucopyranoside (3) showed weak PPL inhibitory activity. Cuscutaroside A (1), its acetylated derivative (1a), and scrophenoside B (8) showed weak inhibitory activity against rabbit platelet aggregation induced by collagen. Compound 1a also showed inhibitory activity against rabbit platelet aggregation induced by AA.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov’t, Journal of Organic Chemistry called Direct Catalytic Asymmetric Synthesis of Trifluoromethylated γ-Amino Esters/Lactones via Umpolung Strategy, Author is Hu, Bin; Deng, Li, which mentions a compound: 3393-45-1, SMILESS is O=C1C=CCCO1, Molecular C5H6O2, Computed Properties of C5H6O2.

Enabled by the discovery of new cinchonium salts and coadditives, a direct and efficient asym. access to trifluoromethylated γ-amino esters/lactones has been realized through the enantioselective and diastereoselective umpolung reaction of trifluoromethyl imines with acrylates or α,β-unsaturated lactones as carbon electrophiles. At 0.5-5.0 mol % catalyst loadings, the newly developed catalytic system activates a variety of imine substrates as unconventional nucleophiles to mediate highly chemo-, regio-, diastereo-, and enantioselective C-C bond forming reactions. The developed synthetic protocol represents an excellent strategy to target a series of versatile and enantiomerically enriched γ-amino esters/lactones in good to excellent yields from the readily available starting materials. Addnl., we found that the epi-vinyl catalysts based on cinchonidine and quinine promote a similarly high enantioselective reaction generating the opposite configuration of chiral products in a highly efficient manner, which allows convenient access to either the R- or S-enantiomer of the chiral amine products in high yields and excellent enantioselectivities.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Jaison, D.; Chandrasekaran, Gopalakrishnan; Mothilal, M. researched the compound: 5,6-Dihydro-2H-pyran-2-one( cas:3393-45-1 ).Safety of 5,6-Dihydro-2H-pyran-2-one.They published the article 《pH-sensitive natural almond gum hydrocolloid based magnetic nanocomposites for theragnostic applications》 about this compound( cas:3393-45-1 ) in International Journal of Biological Macromolecules. Keywords: iron oxide gum hydrocolloid magnetic nanocomposite theragnostic application; Almond gum; Anti-solvent; Natural hydrocolloids; pH responsive; γFe(2)O(3). We’ll tell you more about this compound (cas:3393-45-1).

In this study, iron oxide (γFe2O3) nanoparticles synthesized via hydrothermal route and doxorubicin (Dox) were successfully encapsulated into natural almond gum hydrocolloids via antisolvent precipitation technique. Cubic γFe2O3 crystal structure of the synthesized iron oxide nanoparticles were confirmed using X-ray diffraction and XPS. The refinement of XRD and elemental anal. revealed oxygen vacancies, which is also indicated by an increased magnetization comparable to bulk γFe2O3. Magnetization studies revealed the superparamagnetic nature of IO and IODPC nanoparticles. The particles were characterized for its morphol. (TEM and FESEM), size (FESEM, DLS), surface charge (DLS) and MRI (proton relaxation). The heating ability of the IO and IODPC nanoparticles was studied and their specific absorption rate was found to be 83.06 W/g and 154.37 W/g resp. The entrapment efficiency of the IODPC nanoparticles was found to be 88.29%. The drug release studies revealed that IODPC nanoparticles were more responsive towards acidic pH and their release follows Higuchi diffusion kinetics. In-vitro uptake and in-vitro cell viability studies were performed for IODPC nanoparticles using HeLA cell lines.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 3393-45-1, is researched, Molecular C5H6O2, about Unified Total Synthesis of Five Bufadienolides, the main research direction is bufadienolide synthesis antitumor.Computed Properties of C5H6O2.

We report a unified total synthesis of five bufadienolides: bufalin, bufogenin B, bufotalin, vulgarobufotoxin, and 3-(N-succinyl argininyl) bufotalin. After the steroidal ABCD ring was produced, the D ring was cross-coupled with a 2-pyrone moiety and stereoselectively epoxidized. TMSOTf promoted a stereospecific 1,2-hydride shift to establish the β-oriented 2-pyrone. Functional group manipulations furnished the bufadienolides, which potently inhibited cancer cell growth.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Reductive Carbon-Carbon Bond Forming Reactions with Carbonyls Mediated by Rh-H Complexes, published in 2020-10-19, which mentions a compound: 3393-45-1, Name is 5,6-Dihydro-2H-pyran-2-one, Molecular C5H6O2, Formula: C5H6O2.

Carbon-carbon bond formation is a fundamental transformation of synthetic organic chem. The research is related to reductive aldol reaction, reductive Mannich reaction, reductive α-acylation, and reductive α-carboxylation by using rhodium catalyst to achieve C-C bond formation. Rh-catalyzed reductive aldol reaction successfully gave β-hydroxy carbonyl compounds from α,β-unsaturated carbonyl compounds with aldehydes or ketones by treating with RhCl(PPh3)3 and Et2Zn. This condition could apply to other electrophiles such as imines, acid chlorides, and acid anhydrides, and the corresponding β-lactams, or β-ketocarbonyl compounds were obtained in good yields, resp. A key intermediate, Rh-H complex would play an important role to accomplish 1,4-reduction, which could easily be derived from RhCl(PPh3)3 and Et2Zn. The synthesis of a cholesterol absorption inhibitor, ezetimibe, was also achieved by using Rh-catalyzed reductive Mannich reaction as an application. We expect that the reaction could be used in a wide range of fields by further development.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Xu, Lei; Fang, Xiangjun; Wu, Weijie; Chen, Hangjun; Mu, Honglei; Gao, Haiyan published the article 《Effects of high-temperature pre-drying on the quality of air-dried shiitake mushrooms (Lentinula edodes)》. Keywords: Lentinula drying ketone aldehyde; Formaldehyde; High-temperature pre-drying; Shiitake mushroom.They researched the compound: 5,6-Dihydro-2H-pyran-2-one( cas:3393-45-1 ).Synthetic Route of C5H6O2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:3393-45-1) here.

We investigated the relationship between the pre-drying temperature and overall quality of dried shiitake mushrooms (Lentinula edodes). Results showed that high-temperature pre-drying significantly increased the rehydration ratio and hardness of dried shiitake mushrooms, but decreased the degree of shrinkage, degree of browning, and formaldehyde content. The levels of enzyme activity were high throughout the pre-drying process and benefitted the formation of flavoured substances. Furthermore, high-temperatures pre-drying also resulted in a higher content of sulfur compounds These results indicated that the pre-drying processing had significant impacts on the overall quality of dried shiitake mushrooms. This may pave the way for increasing the economic value of dried shiitake mushrooms.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 3393-45-1, is researched, Molecular C5H6O2, about Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds, the main research direction is selenosulfonate alkenyl diazoacetate regioselective diastereoselective selenosulfonylation green chem; seleno allylic sulfone green preparation.Synthetic Route of C5H6O2.

Herein, the authors report a visible light-driven radical 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates, providing various γ-seleno allylic sulfones in good yields. This photochem. reaction was carried out at room temperature in an open flask using Et acetate as the solvent without any photocatalysts or additives. The control experiments corroborated that the 1,3-addition proceeded via a radical-chain propagation process. The synthetic applications of the resulting products were demonstrated by deselenization, reduction, bromination and allylation.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 3393-45-1, is researched, Molecular C5H6O2, about Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds, the main research direction is selenosulfonate alkenyl diazoacetate regioselective diastereoselective selenosulfonylation green chem; seleno allylic sulfone green preparation.Synthetic Route of C5H6O2.

Herein, the authors report a visible light-driven radical 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates, providing various γ-seleno allylic sulfones in good yields. This photochem. reaction was carried out at room temperature in an open flask using Et acetate as the solvent without any photocatalysts or additives. The control experiments corroborated that the 1,3-addition proceeded via a radical-chain propagation process. The synthetic applications of the resulting products were demonstrated by deselenization, reduction, bromination and allylation.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI