Author: tianli

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,
1-Pyrroline | C4H7N – PubChem

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

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 4-Methoxypiperidine(SMILESS: COC1CCNCC1,cas:4045-24-3) is researched.Recommanded Product: 34941-92-9. The article 《Visible-Light-Induced Photoaddition of N-Nitrosoalkylamines to Alkenes: One-Pot Tandem Approach to 1,2-Diamination of Alkenes from Secondary Amines》 in relation to this compound, is published in Organic Letters. Let’s take a look at the latest research on this compound (cas:4045-24-3).

The generation of aminium radical cation species from N-nitrosoamines is disclosed for the first time through visible-light excitation at 453 nm. The developed visible-light-promoted photoaddn. reaction of N-nitrosoamines to alkenes, e.g., 1H-Indene was combined with the o-NQ-catalyzed aerobic oxidation protocol of amines, e.g., 1,4-dioxa-8-azaspiro[4.5]decane to telescope the direct handling of harmful N-nitroso compounds, where the desired α-amino oxime derivatives e.g., I were obtained in a one-pot tandem N-nitrosation and photoaddn. sequence.

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Reference:
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 Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts, published in 2018-10-19, which mentions a compound: 34941-92-9, mainly applied to scalable synthesis chiral Vedejs type DMAP catalyst; amination pyridine zinc amine complex; mechanistic study zinc facilitated nucleophilic aromatic substitution, Recommanded Product: 34941-92-9.

A scalable synthesis of chiral Vedejs-type DMAP catalysts is reported. The key step of the synthesis is amination of the enantiomerically pure 4-chloropyridine derivative using well-defined ZnCl2(amine)2 complexes. A series of Zn(II)-amine complexes have been synthesized to explore the scope of the ZnCl2-mediated amination of 4-halopyridines. Mechanistic studies support a Zn(II)-facilitated nucleophilic aromatic substitution as a plausible mechanism for the chlorine-to-amine exchange.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Related Products of 52208-50-1. 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: 2,6-Dichloro-3-fluoropyridine, is researched, Molecular C5H2Cl2FN, CAS is 52208-50-1, about 1,2,4-Triazolo-[1,5-a]pyridine HIF Prolylhydroxylase Domain-1 (PHD-1) Inhibitors With a Novel Monodentate Binding Interaction. Author is Ahmed, Saleh; Ayscough, Andrew; Barker, Greg R.; Canning, Hannah E.; Davenport, Richard; Downham, Robert; Harrison, David; Jenkins, Kerry; Kinsella, Natasha; Livermore, David G.; Wright, Susanne; Ivetac, Anthony D.; Skene, Robert; Wilkens, Steven J.; Webster, Natalie A.; Hendrick, Alan G..

Herein the authors describe the identification of 4-{[1,2,4]triazolo[1,5-a]pyridin-5-yl}benzonitrile-based inhibitors of the hypoxia-inducible factor prolylhydroxylase domain-1 (PHD-1) enzyme. These inhibitors were shown to possess a novel binding mode by x-ray crystallog., in which the triazolo N1 atom coordinates in a hitherto unreported monodentate interaction with the active site Fe2+ ion, while the benzonitrile group accepts a hydrogen-bonding interaction from the side chain residue of Asn 315. Further optimization led to potent PHD-1 inhibitors with good physicochem. and pharmacokinetic properties.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Application In Synthesis of 2,6-Dichloro-3-fluoropyridine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2,6-Dichloro-3-fluoropyridine, is researched, Molecular C5H2Cl2FN, CAS is 52208-50-1, about Synthesis of fluorinated pyridines by the Balz-Schiemann reaction. An alternative route to enoxacin, a new antibacterial pyridonecarboxylic acid. Author is Matsumoto, Junichi; Miyamoto, Teruyuki; Minamida, Akira; Nishimura, Yoshiro; Egawa, Hiroshi; Nishimura, Haruki.

Fluorination of the 2,6-disubstituted 3-aminopyridines I (R = SEt, pyrrolidino, 4-ethoxycarbonylpiperazino, 4-acetylpiperazino, R1 = NHAc; R = R1 = Cl) by the Balz-Schiemann reaction gave 3-pyridinediazonium tetrafluoroborates which were heated with or without a solvent to give the corresponding fluorinated pyridines, in good yields. 2-Substituted 6-acetylamino-3-fluoropyridines were converted by a known method into a series of 7-substituted 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids including enoxacin (II).

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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 Copper-Catalyzed ortho-Selective Dearomative C-N Coupling of Simple Phenols with O-Benzoylhydroxylamines, published in 2019-08-02, which mentions a compound: 4045-24-3, Name is 4-Methoxypiperidine, Molecular C6H13NO, Related Products of 4045-24-3.

In the presence of Cu(OTf)2 and LiOt-Bu in THF, 2,6-disubstituted phenols such as 2,6-dimethylphenol underwent regioselective dearomative coupling reactions with secondary O-benzoylhydroxylamines such as 4-(benzoyloxy)morpholine to yield aminocyclohexadienones such as I. Lack of inhibition with radical trapping agents, lack of rearrangement with a cyclopropylated phenol, and mass spectrometric detection of intermediates in the reaction support a mechanism involving either a single-electron transfer process involving attack of an N-centered radical onto the phenol or a two-electron pathway involving addition of phenol to an electrophilic Cu(III)-amino complex via an inner-sphere process.

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