Category: pyrrolines

Application In Synthesis of 4-Chloro-2-fluoropyridine. 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: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Selective C-H Fluorination of Pyridines and Diazines Inspired by a Classic Amination Reaction. Author is Fier, Patrick S.; Hartwig, John F..

Fluorinated heterocycles are prevalent in pharmaceuticals, agrochems., and materials. However, reactions that incorporate fluorine into heteroarenes are limited in scope and can be hazardous. The authors present a broadly applicable and safe method for the site-selective fluorination of a single carbon-hydrogen bond in pyridines and diazines using com. available silver(II) fluoride. The reactions occur at ambient temperature within 1 h with exclusive selectivity for fluorination adjacent to nitrogen. The mild conditions allow access to fluorinated derivatives of medicinally important compounds, as well as a range of 2-substituted pyridines prepared by subsequent nucleophilic displacement of fluoride. Mechanistic studies demonstrate that the pathway of a classic pyridine amination can be adapted for selective fluorination of a broad range of nitrogen heterocycles.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Category: pyrrolines. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Synthesis of Epigoitrin from (R)-(+)-4-Hydroxy-γ-butyrolactone. Author is Yin, Wei; Qiao, Chunhua.

Epigoitrin (I) is one of the major components of several natural species, including Isatis tinctoria (Isatis indigotica) Fort, Brassica rapa rapa (turnip) and Brassica oleracea capitata (cabbage). It presents antithyroid and antivirus activities. The synthesis of the target compounds was achieved using com. available (R)-(+)-4-hydroxy-γ-butyrolactone as a starting material.

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Pyrroline – Wikipedia,
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Product Details of 52208-50-1. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2,6-Dichloro-3-fluoropyridine, is researched, Molecular C5H2Cl2FN, CAS is 52208-50-1, about New synthesis method of 2,6-dichloro-3-fluoropyridine. Author is Yang, Weiqing; Lin, Yicheng; Wang, Xiaoning.

2, 6-Dichloro-3-nitropyridine was synthesized from 2, 6-dichloropyridine by nitrification reaction. Then 2,6-dichloro-3-aminopyridine was synthesized from 2,6-dichloro-3-nitropyridine by the catalytic hydrogenation reduction reaction. At last, 2,6-dichloro-3-fluoropyridine was synthesized from 2,6-dichloro-3-aminopyridine by the diazotization reaction. Overall yield of three steps reaction was 69.3%. The target compound was confirmed by MS and NMR. The factors such as nitric acid concentration, the type and amount of catalyst and the molar ratio of sodium nitrite were discussed in detail. This synthesis route has high yield, high selectivity, and better prospect of industrialization.

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Pyrroline – Wikipedia,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Aliphatic and aromatic glucosides from Anoectochilus koshunensis》. Authors are Ito, Aiko; Kasai, Ryoji; Yamasaki, Kazuo; Sugimoto, Hiroyuki.The article about the compound:(R)-4-Hydroxydihydrofuran-2(3H)-onecas:58081-05-3,SMILESS:O=C1OC[C@H](O)C1).Synthetic Route of C4H6O3. Through the article, more information about this compound (cas:58081-05-3) is conveyed.

A new simple aliphatic glucoside, 3-(R)-3-β-D-glucopyranosyloxybutanolide (kinsenoside) with its congeners and a heterocyclic aromatic glucoside, β-glucopyranosyl-3-pyridinemethanol (nicoloside) were isolated from whole plants of A. koshunensis. Their structures were elucidated from chem. and spectroscopic evidence.

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Pyrroline – Wikipedia,
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HPLC of Formula: 58081-05-3. 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 A Concise Stereoselective Total Synthesis of Methoxyl Citreochlorols and Their Structural Revisions. Author is Sunnapu, Ranganayakulu; Rajendar, Goreti.

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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Pyrroline – Wikipedia,
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Straubinger, Markus; Bau, Brigitte; Eckstein, Susanne; Fink, Margit; Winterhalter, Peter 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 methanolic extract of saffron was separated with the aid of multilayer coil countercurrent chromatog. After purification by HPLC, the following seven novel carotenoid metabolites were identified on the basis of their spectral (UV, FTIR, MS, NMR, CD) data: (4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enecarbaldehyde O-β-D-gentiobioside (1), (4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-enecarboxylic acid O-β-D-glucopyranoside (2), 6-hydroxy-3-(hydroxymethyl)-2,4,4-trimethylcyclohexa-2,5-dienone 6-O-β-D-glucopyranoside (3), (2Z)-3-methylpent-2-enedioic acid 1-[1-(2,4,4-trimethyl-3,6-dioxocyclohexenyloxy)-O-β-D-glucopyranosid-6-yl] ester (4), (5S)-5-hydroxy-7,7-dimethyl-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one O-β-D-glucopyranoside (5), (1R,5S,6R)-5-(hydroxymethyl)-4,4,6-trimethyl-7-oxabicyclo[4.1.0]heptan-2-one O-β-D-glucopyranoside (6), and (1R)- 3,5,5-trimethylcyclohex-3-enol O-β-D-glucopyranoside (7).

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Pyrroline – Wikipedia,
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Recommanded Product: 4045-24-3. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Development of peptide epoxyketones as selective immunoproteasome inhibitors. Author is Li, Xuemei; Hong, Duidui; Zhang, Mengmeng; Xu, Lei; Zhou, Yubo; Li, Jia; Liu, Tao.

A series of epoxyketone analogs with varying N-caps and P3-configurations were designed, synthesized and evaluated. We found that D-Ala in P3 was crucial for β5i selectivity over β5c. Notably, compounds (I) (R1 = II) (β5i IC50 = 26.0 nM, 25-fold selectivity) and I (r1 = III) (β5i IC50 = 25.1 nM, 24-fold selectivity) with the D-configuration at P3 were the most selective inhibitors. Although I (R1 = II and III) showed only moderate anti-proliferative activity against RPMI-8226 and MM.1S cell lines, based on our experiments, it indicates that the inhibition of β5i alone is not sufficient to exert anticancer effects and may rely on the complementary inhibition of β1i, β5c and β5i. These data further increase our understanding of immunoproteasome inhibitors in hematol. malignancies.

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Pyrroline – Wikipedia,
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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: 34941-92-9, is researched, Molecular C5H3ClFN, about Access to Highly Substituted 7-Azaindoles from 2-Fluoropyridines via 7-Azaindoline Intermediates, the main research direction is azaindole preparation; azaindoline preparation regioselective electrophilic substitution bromination nitration oxidation; fluoronitroethylpyridine preparation oxidative Nef reaction reductive amination intramol SNAr; nitroolefin fluoropyridine metalation addition.COA of Formula: C5H3ClFN.

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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Pyrroline – Wikipedia,
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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 Aliphatic and aromatic glucosides from Anoectochilus koshunensis, published in 1993-07-31, which mentions a compound: 58081-05-3, Name is (R)-4-Hydroxydihydrofuran-2(3H)-one, Molecular C4H6O3, HPLC of Formula: 58081-05-3.

A new simple aliphatic glucoside, 3-(R)-3-β-D-glucopyranosyloxybutanolide (kinsenoside) with its congeners and a heterocyclic aromatic glucoside, β-glucopyranosyl-3-pyridinemethanol (nicoloside) were isolated from whole plants of A. koshunensis. Their structures were elucidated from chem. and spectroscopic evidence.

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Reference:
Pyrroline – Wikipedia,
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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, Non-U.S. Gov’t, ChemSusChem called Chemoselective CaO-Mediated Acylation of Alcohols and Amines in 2-Methyltetrahydrofuran, Author is Pace, Vittorio; Hoyos, Pilar; Alcantara, Andres R.; Holzer, Wolfgang, which mentions a compound: 58081-05-3, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3, Recommanded Product: (R)-4-Hydroxydihydrofuran-2(3H)-one.

Calcium oxide is proposed as an innocuous acid scavenger for the chemoselective synthesis of amide- and ester-type compounds Although these mols. have wide spread applications in organic and pharmaceutical chem., and a large number of routes have been designed for their synthesis, the development of more efficient and environmentally friendly acylation strategies remains an ongoing challenge. The use of CaO allows for the stoichiometric acylation of primary alcs. in the presence of phenols or tertiary alcs.; amines can also be subjected to acylation reactions in the presence of hydroxyl groups. Chirality is obtained through acylation if the starting material is an optically pure alc. or if a chiral acylating agent is used. Furthermore, the use of 2-methyltetrahydrofuran (2-MeTHF), a more ecofriendly solvent, leads to maximized yields. This protocol is successfully applied to the synthesis of an interesting N-aryloxazolidin-2-one intermediate for the preparation of linezolid-type compounds

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