Tag: M.W:0-100

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Discovery of macrocyclic inhibitors of apurinic/apyrimidinic endonuclease 1, the main research direction is neoplasm antitumor macrocyclic inhibitor apurinic apyrimidinic endonuclease 1 APE1; crystal structure.Computed Properties of C5H6O2.

Apurinic/apyrimidinic endonuclease 1 (APE1) is an essential base excision repair enzyme that is upregulated in a number of cancers, contributes to resistance of tumors treated with DNA-alkylating or -oxidizing agents, and has recently been identified as an important therapeutic target. In this work, we identified hot spots for binding of small organic mols. exptl. in high resolution crystal structures of APE1 and computationally through the use of FTMAP anal. (http://ftmap.bu.edu/). Guided by these hot spots, a library of drug-like macrocycles was docked and then screened for inhibition of APE1 endonuclease activity. In an iterative process, hot-spot-guided docking, characterization of inhibition of APE1 endonuclease, and cytotoxicity of cancer cells were used to design next generation macrocycles. To assess target selectivity in cells, selected macrocycles were analyzed for modulation of DNA damage. Taken together, our studies suggest that macrocycles represent a promising class of compounds for inhibition of APE1 in cancer cells.

《Discovery of macrocyclic inhibitors of apurinic/apyrimidinic endonuclease 1》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(5,6-Dihydro-2H-pyran-2-one)Computed Properties of C5H6O2.

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

Computed Properties of C5H6O2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Total Synthesis of (+)-epi-Condyfoline. Author is Kokkonda, Praveen; Andrade, Rodrigo B..

Herein, we report the first asym. total synthesis of aspidospermatan indole alkaloid (+)-epi-condyfoline in 15 steps from com. available 2-methylindole-3-carboxaldehyde. Key steps include (1) our domino Michael/Mannich annulation method of N-sulfinyl metallodienamines to set three contiguous stereocenters, (2) LiHMDS-mediated cyclization of an ω-tosyloxy N-sulfinamide to prepare the signature indole-fused 2-azabicyclo[3.3.1]nonane framework, and (3) DMTSF-promoted spirocyclization of a dithioacetal intermediate to access the final pyrrolidine ring. Functional group manipulations delivered the targeted alkaloid (+)-epi-condyfoline (1) in 13 steps and 1.25% overall yield from N-sulfinylimine.

《Total Synthesis of (+)-epi-Condyfoline》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(5,6-Dihydro-2H-pyran-2-one)Computed Properties of C5H6O2.

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 Diastereoselective Synthesis of Pyrazolines by Metal-Free Rearrangement of Bicyclic Triazolines, published in 2020-10-31, which mentions a compound: 3393-45-1, Name is 5,6-Dihydro-2H-pyran-2-one, Molecular C5H6O2, Safety of 5,6-Dihydro-2H-pyran-2-one.

The metal-free preparation of diazoalkanes through the ring rearrangement of bicyclic triazolines was reported. Their use in 1,3-dipolar cycloaddition reactions with electron-withdrawing alkenes was investigated. This synthetic procedure allows differently substituted pyrazolines to be obtained in few steps and with high atom economy.

The article 《Diastereoselective Synthesis of Pyrazolines by Metal-Free Rearrangement of Bicyclic Triazolines》 also mentions many details about this compound(3393-45-1)Safety of 5,6-Dihydro-2H-pyran-2-one, you can pay attention to it, because details determine success or failure

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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 Unexpected binuclear O-O cleavage and radical C-H activation mechanism for Cu-catalyzed desaturation of lactone, the main research direction is lactone copper desaturation bond cleavage radical activation mechanism.Application of 3393-45-1.

A d. functional theory study of Cu-catalyzed desaturation of δ-valerolactone into α,β-unsaturated counterparts reveals an unexpected binuclear di-tert-Bu peroxide (DTBP) homolysis with spin-crossover and a radical α-C-H bond activation mechanism. The rate-determining step in the reaction catalyzed by CuIOAc-CyPPh2 is the homolysis of the O-O bond in DTBP with a total free energy barrier of 26.9 kcal mol-1, which is consistent with the observed first-order dependences on LCuI-PR3 and DTBP, as well as the pseudo-zeroth-order with lactone. The α- and β-H transfer steps have 0.3 and 14.8 kcal mol-1 lower barriers than the O-O cleavage process, resp. Such different barriers well explain the observed weak kinetic isotopic effect (KIE) at α-H and no KIE at β-H. In addition, we found that the replacement of CyPPh2 for pyridine in the Cu complexes leads to much higher barriers for O-O bond cleavage and C-H bond activations with the formation of more stable binuclear Cu complexes.

The article 《Unexpected binuclear O-O cleavage and radical C-H activation mechanism for Cu-catalyzed desaturation of lactone》 also mentions many details about this compound(3393-45-1)Application of 3393-45-1, you can pay attention to it or contacet with the author([email protected]; [email protected]) to get more information.

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

Radcliffe, James E.; Fasano, Valerio; Adams, Ralph W.; You, Peiran; Ingleson, Michael J. published an article about the compound: 5,6-Dihydro-2H-pyran-2-one( cas:3393-45-1,SMILESS:O=C1C=CCCO1 ).Category: catalyst-ligand. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3393-45-1) through the article.

Useful α-boryl esters can be synthesized in one step from α,β-unsaturated esters using just a simple to access NHC-BH3 (NHC = N-heterocyclic carbene) and catalytic I2. The scope of this reductive α-borylation methodol. is excellent and includes a range of alkyl, aryl substituted and cyclic and acyclic α,β-unsaturated esters. Mechanistic studies involving reductive borylation of a cyclic α,β-unsaturated ester with NHC-BD3/I2 indicated that concerted hydroboration of the alkene moiety in the α,β-unsaturated ester proceeds instead of a stepwise process involving initial 1,4-hydroboration; this is in contrast to the recently reported reductive α-silylation. The BH2(NHC) unit can be transformed into electrophilic BX2(NHC) moieties (X = halide) and the ester moiety can be reduced to the alc. with the borane unit remaining intact to form β-boryl alcs. The use of a chiral auxiliary, 8-phenylmenthyl ester, also enables effective stereo-control of the newly formed C-B bond. Combined two step ester reduction/borane oxidation forms diols, including excellent e.e. (97%) for the formation of S-3-phenylpropane-1,2-diol. This work represents a simple transition metal free route to form bench stable α-boryl esters from inexpensive starting materials.

The article 《Reductive α-borylation of α,β-unsaturated esters using NHC-BH3 activated by I2 as a metal-free route to α-boryl esters》 also mentions many details about this compound(3393-45-1)Category: catalyst-ligand, you can pay attention to it or contacet with the author([email protected]; [email protected]; [email protected]; [email protected]; [email protected]) to get more information.

Reference:
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, Angewandte Chemie, International Edition called Selective Electrosynthetic Hydrocarboxylation of α,β-Unsaturated Esters with Carbon Dioxide, Author is Sheta, Ahmed M.; Alkayal, Anas; Mashaly, Mohammad A.; Said, Samy B.; Elmorsy, Saad S.; Malkov, Andrei V.; Buckley, Benjamin R., the main research direction is alpha quaternary center carboxylic acid regioselective electrochem preparation; carbon dioxide alkene alpha beta unsaturated ester hydrocarboxylation; acrylate; carbon dioxide; electrochemistry; electron transfer; reduction.Related Products of 3393-45-1.

An electrochem. approach that is able to hydrocarboxylate α,β-unsaturated alkenes with excellent regioselectivity and ability to carboxylate hindered substrates to afford α-quaternary center carboxylic acids was reported. The process required no chromatog. and products were purified by simple crystallization from reaction mixture after work-up.

After consulting a lot of data, we found that this compound(3393-45-1)Related Products of 3393-45-1 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
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.

Although many compounds look similar to this compound(3393-45-1)Quality Control of 5,6-Dihydro-2H-pyran-2-one, numerous studies have shown that this compound(SMILES:O=C1C=CCCO1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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

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.

Although many compounds look similar to this compound(3393-45-1)Synthetic Route of C5H6O2, numerous studies have shown that this compound(SMILES:O=C1C=CCCO1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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

Electric Literature of C5H6O2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5,6-Dihydro-2H-pyran-2-one, is researched, Molecular C5H6O2, CAS is 3393-45-1, about Catalyst Control in Positional-Selective C-H Alkenylation of Isoxazoles and a Ruthenium-Mediated Assembly of Trisubstituted Pyrroles. Author is Kumar, Pravin; Kapur, Manmohan.

High levels of catalyst control are demonstrated in determining the positional selectivity in C-H alkenylation of isoxazoles. A cationic rhodium-mediated, strong-directing group promotes C(sp2)-H activation at the proximal aryl ring whereas, the palladium-mediated electrophilic metalation leads to the C(sp2)-H activation at the distal position of the directing group. Synthetic elaboration of this C-H alkenylation product via ruthenium and copper co-catalysis leads to an efficient method for the assembly of densely substituted pyrroles.

Although many compounds look similar to this compound(3393-45-1)Electric Literature of C5H6O2, numerous studies have shown that this compound(SMILES:O=C1C=CCCO1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5,6-Dihydro-2H-pyran-2-one(SMILESS: O=C1C=CCCO1,cas:3393-45-1) is researched.Related Products of 3393-45-1. The article 《Analysis of volatile components in different Ophiocordyceps sinensis and insect host products》 in relation to this compound, is published in Molecules. Let’s take a look at the latest research on this compound (cas:3393-45-1).

The artificial production of Ophiocordyceps sinensis mycelia and fruiting bodies and the Chinese cordyceps has been established. However, the volatile components from these O. sinensis products are not fully identified. An efficient, convenient, and widely used approach based on headspace solid-phase microextraction (HS-SPME) combined with comprehensive two-dimensional gas chromatog. and quadrupole time-of-flight mass spectrometry (GCxGC-QTOFMS) was developed for the extraction and the anal. of volatile compounds from three categories of 16 products, including O. sinensis fungus, Thitarodes hosts of O. sinensis, and the Chinese cordyceps. A total of 120 volatile components including 36 alkanes, 25 terpenes, 17 aromatic hydrocarbons, 10 ketones, 5 olefines, 5 alcs., 3 phenols, and 19 other compounds were identified. The contents of these components varied greatly among the products but alkanes, especially 2,5,6-trimethyldecane, 2,3-dimethylundecane and 2,2,4,4-tetramethyloctane, are the dominant compounds in general. Three categories of volatile compounds were confirmed by partial least squares-discriminant anal. (PLS-DA). This study provided an ideal method for characterizing and distinguishing different O. sinensis and insect hosts-based products.

Although many compounds look similar to this compound(3393-45-1)COA of Formula: C5H6O2, numerous studies have shown that this compound(SMILES:O=C1C=CCCO1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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