Category: pyrrolines

Larcheveque, Marc; Henrot, Serge published an article about the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1 ).Computed Properties of C4H6O3. 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.

The preparation of optically pure β,γ-epoxy esters I (R = H, Me) was achieved through the opening of 3-hydroxy butanolides II with trimethylsilyl iodide followed by cyclization with silver oxide. I react with organocuprates to afford β-hydroxy esters III (R1 = Me, Et, Bu, Me2C:CH, BuCH:CH) of high enantiomeric purity.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Computed Properties of C4H6O3. 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 Practical syntheses of (S)-4-hydroxytetrahydrofuran-2-one, (S)-3-hydroxytetrahydrofuran, and their (R)-enantiomers. Author is Yuasa, Yoshifumi; Tsuruta, Haruki.

Optically active 4-hydroxytetrahydrofuran-2-one was synthesized in good yield from ClCH2CHOHCH2CO2Et (I) by refluxing with dilute HCl. In a similar manner, optically active 3-hydroxytetrahydrofuran was prepared from ClCH2CHOH(CH2)2OH, which was derived from I by NaBH4-reduction These cyclizations proceed without racemization.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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, Tetrahedron Letters called Asymmetric syntheses of (R)-4-halo-6,6a,7,8,9,10-hexahydro-5H-pyrazino[1,2-a][1,n]naphthyridines, important 5-HT2C agonist precursors, Author is Schrader, Thomas O.; Zhu, Xiuwen; Kasem, Michelle; Li, Sufang; Liu, Chunyan; Ren, Albert; Wu, Chunrui; Semple, Graeme, the main research direction is halo pyrazinonaphthyridine diastereoselective synthesis precursor 5HT2C agonist.HPLC of Formula: 34941-92-9.

Asym. syntheses of N-protected (R)-4-halo-6,6a,7,8,9,10-hexahydro-5H-pyrazino[1,2-a][1,n]naphthyridines, advanced intermediates for the synthesis of highly potent and selective 5-HT2C agonists, are described. The key transformation involves ring opening of N-protected bicyclic sulfamidate (R)-hexahydro-3H-pyrazino[1,2-c][1,2,3]oxathiazine 1,1-dioxide with (4-halo-2-fluoropyridin-3-yl)lithiums or (3-bromo-5-fluoropyridin-4-yl)lithium. In situ hydrolyzes of the resultant sulfamic acids and subsequent intramol. nucleophilic aromatic substitutions (SNAr) produce the enantiopure tricycles. The two step procedure represents new methodol. for the stereoselective syntheses of tetrahydronaphthyridines.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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 Discovery of a Novel and Brain-Penetrant O-GlcNAcase Inhibitor via Virtual Screening, Structure-Based Analysis, and Rational Lead Optimization, published in 2021-01-28, which mentions a compound: 4045-24-3, Name is 4-Methoxypiperidine, Molecular C6H13NO, Recommanded Product: 4045-24-3.

O-GlcNAcase (OGA) has received increasing attention as an attractive therapeutic target for tau-mediated neurodegenerative disorders; however, its role in these pathologies remains unclear. Therefore, potent chem. tools with favorable pharmacokinetic profiles are desirable to characterize this enzyme. Herein, we report the discovery of a potent and novel OGA inhibitor, compound 5i, comprising an aminopyrimidine scaffold, identified by virtual screening based on multiple methodologies combining structure-based and ligand-based approaches, followed by sequential optimization with a focus on ligand lipophilicity efficiency. This compound was observed to increase the level of O-GlcNAcylated protein in cells and display suitable pharmacokinetic properties and brain permeability. Crystallog. anal. revealed that the chem. series bind to OGA via characteristic hydrophobic interactions, which resulted in a high affinity for OGA with moderate lipophilicity. Compound 5i could serve as a useful chem. probe to help establish a proof-of-concept of OGA inhibition as a therapeutic target for the treatment of tauopathies.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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 Synthesis of nature product kinsenoside analogues with anti-inflammatory activity, published in 2021-01-01, which mentions a compound: 58081-05-3, mainly applied to kinsenoside analog preparation antiinflammatory structure activity; goodyeroside A analog preparation antiinflammatory structure activity; Anti-inflammatory; Goodyeroside A; Kinsenoside; Nitric Oxide Release; Structure-activity Relationship, Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one.

Kinsenoside (I) is a major bioactive component in herbal medicines that possesses a broad range of pharmacol. functions. Goodyeroside A (II), an epimer of kinsenoside, remains less explored. In this report, the authors chem. synthesized kinsenoside, goodyeroside A and their analogs with glycan variation, chirality inversion at chiral center(s), and bioisosteric replacement of lactone with lactam. Among these compounds, goodyeroside A and its mannosyl counterpart III demonstrated superior anti-inflammatory efficacy. Furthermore, goodyeroside A was found to suppress inflammation through inhibiting the NF-κB signal pathway effectively. The structure-activity relationship is also explored for further development of more promising kinsenoside analogs as drug candidates.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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: 4045-24-3, is researched, SMILESS is COC1CCNCC1, Molecular C6H13NOJournal, Advanced Synthesis & Catalysis called Electrochemical Nonacidic N-Nitrosation/N-Nitration of Secondary Amines through a Biradical Coupling Reaction, Author is Zhao, Ji-Ping; Ding, Lu-jia; Wang, Peng-Cheng; Liu, Ying; Huang, Min-Jun; Zhou, Xin-Li; Lu, Ming, the main research direction is nitroso amine green preparation crystal structure mol; amine biradical coupling electrochem nonacidic nitrosation; nitro azole green regioselective preparation crystal structure mol; azole biradical coupling electrochem nonacidic nitration.Recommanded Product: 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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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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.Lu, Ju-You; Zhao, Bo; Du, Yongmei; Yang, Jianxin; Lu, Jian researched the compound: 4-Chloro-2-fluoropyridine( cas:34941-92-9 ).Related Products of 34941-92-9.They published the article 《Transition-metal-free direct nucleophilic substitution of carboranyllithium and 2-halopyridines》 about this compound( cas:34941-92-9 ) in Organic & Biomolecular Chemistry. Keywords: transition metal free nucleophilic substitution carboranyl lithium halopyridine; pyridinyl carborane preparation. We’ll tell you more about this compound (cas:34941-92-9).

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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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Application of 58081-05-3. 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: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Synthesis of 11-C-20-C segment of leukotriene B4 and migration of silyl protecting group. Author is Wang, Yanfang; Li, Jincui; Wu, Yulin.

A new synthesis of 11-C-20-C segment of leukotriene B4, 2(R)-hydroxydec-4(Z)-enal derivatives I (R = SiPh2CMe3, SiMe2CMe3, CPh3) using ascorbic acid as chiron is described. A partial or full migration of silyl protecting group from a secondary hydroxy group to a vicinal primary one is discovered in the Wittig reaction of hemiacetals II (R1 = SiPh2CMe3, SiMe2CMe3) with Me(CH2)5P+Ph3Br-.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Synthesis of (S)- and (R)-3-hydroxy-4-butanolide and (2S,4S)-, (2R,4S)-, (2S,4R)-, and (2R,4R)-2-hydroxy-4-(hydroxymethyl)-4-butanolide and their satiety and hunger modulating activities.Synthetic Route of C4H6O3.

Two endogenous γ-lactones, 3-hydroxy-4-butanolide (I) and 2-hydroxy-4-hydrtoxymethyl-4-butanolide (II) have been identified as substances that enhance, resp., satiety and hunger by their effects on the feeding behavior and the central neurons of rats. All the stereoisomers of these two lactones were synthesized and their effects on the feeding behavior and humoral factors were assessed by infusion into the rat third cerebroventricle. Among four isomers, (2S,4S)-II was most effective in eliciting the feeding and caused potent hypoglycemia with hyperinsulinemia. (S)-I suppressed the food intake more potently than the antipode and caused humoral responses reciprocal to those of (2S,4S)-II. Thus, (S)-I and (2S,4S)-II are physiol. active forms for conveying intrinsic signals of satiety and hunger to neurons in the hypothalamus.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Lanthanide-Catalyzed Tandem Addition of Amines to Cyanoalkenes: Synthesis of Cyclic Amidines》. Authors are Hou, Jinsong; Yang, Gaosheng; Chai, Zhuo.The article about the compound:4-Methoxypiperidinecas:4045-24-3,SMILESS:COC1CCNCC1).Related Products of 4045-24-3. Through the article, more information about this compound (cas:4045-24-3) is conveyed.

A tandem insertion of aliphatic nitriles and unactivated alkenes RCH(CN)CH2C(R1)=C(R2)R3 (R = Ph, 2-thienyl, 3-pyridinyl, etc.; R1 = H, Me; R2 = H, Me, Ph, 2-naphthyl, etc.; R3 = H, Me) to the N-H bond of secondary aliphatic amines such as dibenzylamine, pyrrolidine, thiomorpholine, etc. catalyzed by simple trialkyl rare-earth metal complexes was disclosed. This reaction provides a highly atom-economic and stereoselective way to a range of cyclic amidines I (R4 = benzyl(methyl)aminyl, tetrahydroisoquinolin-2-yl, thiomorpholin-4-yl, etc.) under mild reaction conditions.

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Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem