Category: pyrrolines

Related Products of 58081-05-3. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Single-step conversion of chiral carnitine and derivatives into (S)- and (R)-β-substituted γ-butyrolactones. Author is Calvisi, Giuseppina; Catini, Roberto; Chiariotti, Wilma; Giannessi, Fabio; Muck, Sandra; Tinti, Maria Ornella; De Angelis, Francesco.

An efficient 1-step conversion of chiral carnitine and its derivatives into stereoisomerically pure (S)- and (R)-β-substituted γ-butyrolactones by cyclocondensation is described. (S)- or (R)-carnitine and (R)-aminocarnitine give β-hydroxy-γ-butyrolactone and β-amino-γ-butyrolactone in 82 and 77% yield, resp., with retention. (R)-(acetylamino)carnitine gives (R)-β-acetylamino-γ-butyrolactone in 90% yield, while (R)-acetylcarnitine gives 2(5H)-furanone under the same reaction conditions in 77% yield via cyclization and subsequent elimination. (R)-N-benzyloxycarnitinamide gives a mixture of pyrrolidinone (11% yield) and furanoyl imidate (50% yield) derivatives

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Electric Literature of C5H3ClFN. 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: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Access to Highly Substituted 7-Azaindoles from 2-Fluoropyridines via 7-Azaindoline Intermediates. Author is Nuhant, Philippe; Allais, Christophe; Chen, Ming Z.; Coe, Jotham W.; Dermenci, Alpay; Fadeyi, Olugbeminiyi O.; Flick, Andrew C.; Mousseau, James J..

A versatile synthesis of 7-azaindoles e. g., I, from substituted 2-fluoropyridines is described. C3-metalation and 1,4-addition to nitroolefins provide substituted 2-fluoro-3-(2-nitroethyl)pyridines. A facile oxidative Nef reaction/reductive amination/intramol. SNAr sequence furnishes 7-azaindolines. Finally, optional regioselective electrophilic C5-substitution (e.g., bromination or nitration) and subsequent in situ oxidation delivers highly functionalized 7-azaindoles in high overall efficiency.

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Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives. Author is Hofmayer, Maximilian S.; Sunagatullina, Alisa; Broesamlen, Daniel; Mauker, Philipp; Knochel, Paul.

α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25°C, 16 h) leading to optically enriched α-arylated lactones and protected aldol products (99% ee) in 52-96% yield. The synthetic utility of this arylation was demonstrated by the stereoselective preparation of an artificial rotenoid MOM-protected munduserol derivative

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Liu, Qing; Liu, Zhen-Ling; Tian, Jing; Shi, Wei; Liu, Yin-Qian published an article about the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1 ).Recommanded Product: 58081-05-3. 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:58081-05-3) through the article.

To obtain more accessible oxidative stress inhibitors, a series of novel spin-labeled derivatives of 3-hydroxybutanolide with the natural active compound (kinsenoside) as the lead compound were designed, synthesized from nitroxide free radical piperidines and pyrrolines and the main structural unit of kinsenoside: 3-hydroxybutanolide. Antioxidant activity screening of these derivatives was performed using MTT method on rat pheochromocytoma PC12 cells. The antioxidative stress effect was further investigated on the changes of the important antioxidant enzyme activities and intracellular reactive oxygen species production Some of the derivatives showed comparable or superior antioxidative stress activity to kinsenoside. Also, most of the tested derivatives displayed obvious antioxidative ability in concentrations Cytotoxic assay simultaneously indicated that all compounds had very low toxicity to normal cells. Based on the observed results, the structure-activity relationship of these derivatives was discussed.

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Electrochemical Nonacidic N-Nitrosation/N-Nitration of Secondary Amines through a Biradical Coupling Reaction.Application In Synthesis of 4-Methoxypiperidine.

An acid-free N-nitrosation/nitration of the N-H bonds in secondary amines/azoles with Fe(NO3)3 · 9H2O as the nitroso/nitro source through an electrocatalyzed radical coupling reaction was developed to give nitroso-amines I [R = piperidin-1-yl, pyrrolidin-1-yl, morpholin-4-yl, etc.] and nitro-azoles II [R1 = 3-Me-pyrazol-1-yl, imidazol-1-yl, benzotriazol-1-yl, etc.] under mild conditions. Control and competition experiments, as well as kinetic studies demonstrated that N-nitrosation and N-nitration involved two different radical reaction pathways involving N+ and N. radicals. Moreover, the electrocatalysis method enabled the preferential activation of the N-H bond over the electrode and thus provided high selectivity for specific N atoms. This strategy exhibited a broad scope and provided a green and straightforward approach to generate useful compounds I and II in good yields.

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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: 34941-92-9, is researched, SMILESS is ClC1=CC(=NC=C1)F, Molecular C5H3ClFNJournal, Article, Research Support, Non-U.S. Gov’t, Organic & Biomolecular Chemistry called Transition-metal-free direct nucleophilic substitution of carboranyllithium and 2-halopyridines, Author is Lu, Ju-You; Zhao, Bo; Du, Yongmei; Yang, Jianxin; Lu, Jian, the main research direction is transition metal free nucleophilic substitution carboranyl lithium halopyridine; pyridinyl carborane preparation.Recommanded Product: 4-Chloro-2-fluoropyridine.

A practical and efficient C(cage)-heteroarylation of carborane is presented, via direct nucleophilic substitution of carboranyllithium with 2-halopyridines. This reaction does not need the aid of any transition metal and utilizes readily available carboranyllithium nucleophiles, thereby avoiding transmetalation of carboranyllithium. The process exhibits a broad scope, and a vast array of 2-halopyridines have proven to be suitable substrates. The method serves as a complement to C(cage)-arylation reactions and may find wide applications in materials science and medicinal and coordination chem.

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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.Engers, Julie L.; Bollinger, Katrina A.; Weiner, Rebecca L.; Rodriguez, Alice L.; Long, Madeline F.; Breiner, Megan M.; Chang, Sichen; Bollinger, Sean R.; Bubser, Michael; Jones, Carrie K.; Morrison, Ryan D.; Bridges, Thomas M.; Blobaum, Anna L.; Niswender, Colleen M.; Conn, P. Jeffrey; Emmitte, Kyle A.; Lindsley, Craig W. researched the compound: 4-Chloro-2-fluoropyridine( cas:34941-92-9 ).Category: pyrrolines.They published the article 《Design and Synthesis of N-Aryl Phenoxyethoxy Pyridinones as Highly Selective and CNS Penetrant mGlu3 NAMs》 about this compound( cas:34941-92-9 ) in ACS Medicinal Chemistry Letters. Keywords: design synthesis aryl phenoxyethoxy pyridinone; CNS penetrant mGlu3 neg allosteric modulator; Negative allosteric modulator (NAM); VU6010572; depression; metabotropic glutamate receptor 3 (mGlu3); physiochemical properties. We’ll tell you more about this compound (cas:34941-92-9).

Herein, we detail the optimization of the mGlu3 NAM, VU0650786 (I), via a reductionist approach to afford a novel, simplified mGlu3 NAM scaffold II that engenders potent and selective mGlu3 inhibition (mGlu3 IC50 = 245 nM, mGlu2 IC50 > 30 μM) with excellent central nervous system penetration (rat brain/plasma Kp = 1.2, Kp,uu = 0.40). Moreover, this new chemotype, exemplified by VU6010572, requires only four synthetic steps and displays improved physiochem. properties and in vivo efficacy in a mouse tail suspension test (MED = 3 mg/kg i.p.).

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called A Concise Stereoselective Total Synthesis of Methoxyl Citreochlorols and Their Structural Revisions, published in 2021-03-15, which mentions a compound: 58081-05-3, mainly applied to methoxyl citreochlorol stereoselective total synthesis; regioselective reduction iodo esterification chemoselective ring opening dichloromethylation, Product Details of 58081-05-3.

A concise, stereoselective and protecting group free approaches for the total synthesis of (-)-(2S,4R)- and (+)-(2R,4S)-3′-methoxyl citreochlorols, e.g., I, and their stereoisomers are demonstrated. All four stereoisomers were synthesized to establish the absolute stereochem. of the reported structures and the structures were revised accordingly. The approach involves chelation controlled regioselective reduction of a diester, silyl iodide promoted ring-opening iodo esterification of lactones, highly chemo- and regioselective ring-opening of an epoxy ester, dichloromethylation of a carboxyl group, and syn- and anti-selective reduction of the resulted β-hydroxy ketone as key steps.

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Reference of (R)-4-Hydroxydihydrofuran-2(3H)-one. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Inversion of configuration of (S)-β-hydroxy-γ-butyrolactone with total retention of the enantiomeric purity. Author is De Angelis, Francesco; De Fusco, Enrico; Desiderio, Paola; Giannessi, Fabio; Piccirilli, Fabrizio; Tinti, Maria Ornella.

The inversion of configuration of (S)-β-hydroxy-γ-butyrolactone to its (R) enantiomer is reported with total retention of the enantiomeric purity by a 4-step procedure. The (R) enantiomer was thus synthesized with an overall chem. yield of 47% and >97% ee. This transformation opens an economic route to the production of (R)-GABOB and (R)-carnitine, among other biol. active compounds, from a D-hexose source, or, alternatively, from the industrial waste compound (S)-carnitine. During the reaction sequence, the intermediate (R)-β-(hydroxymethyl)-β-propiolactone is also prepared, which is now under investigation as a chiral synthon for new synthetic applications.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about An acid-catalyzed 1,4-addition isocyanide-based multicomponent reaction in neat water, the main research direction is amine isocyanide chromone carboxaldehyde formic acid Ugi type addition; alkylaminomethylene oxochromane carboxamide preparation diastereoselective chemoselective green chem.COA of Formula: C6H13NO.

A green 1,4-addition isocyanide-based three-component reaction was developed to synthesize chromanones via a facile, mild, and efficient one-pot protocol without a metal catalyst. The 1,4-addition of isocyanides occurred at the C-2 position of chromones instead of the Schiff base in neat water. The hydrogen bond can dictate the stereo-outcome of olefins and provided an effective method for the diastereomer-selective synthesis of this type of chromanone. The novel green synthetic protocol allowed the quick synthesis of complex chromanones in an environmentally friendly manner.

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