Category: pyrrolines

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

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

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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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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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

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 Identification of thiophene-benzenesulfonamide derivatives for the treatment of multidrug-resistant tuberculosis.Formula: C6H13NO.

A series of thiophene-benzenesulfonamide derivatives was designed and synthesized by exploring the structure-activity relationship of lead compounds 2,3-disubstituted thiophenes I and 297F II as antituberculosis agents, which displayed potent antimycobacterial activity against drug-susceptible and clin. isolated drug-resistant tuberculosis. In particular, compound III (-R1R2- = -(CH2)4-), which had improved activity (min. inhibitory concentration of 0.023 μg/mL) compared with the lead compounds, displayed good intracellular antimycobacterial activity in macrophages with a reduction of 1.29 log10 CFU. A druggability evaluation indicated that compound III (-R1R2- = -(CH2)4-) had favorable hepatocyte stability, low cytotoxicity, and low hERG channel inhibition. Moreover, compound III (-R1R2- = -(CH2)4-) exhibited modest in vivo efficacy in an acute mouse model of tuberculosis. In addition, the mol. docking study elucidated the binding mode of compound III (-R1R2- = -(CH2)4-) in the active site of DprE1. Therefore, compound III (-R1R2- = -(CH2)4-) may be a promising antituberculosis lead for further research.

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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 Intensified crystallization in complex media: Heuristics for crystallization of platform chemicals, published in 2012, which mentions a compound: 58081-05-3, mainly applied to crystallization heuristic complex media platform chem, Formula: C4H6O3.

This paper presents heuristics for the integration of fermentation with the appropriate crystallization based in-situ product recovery (ISPR) technique. Here techniques, such as co-crystallization (CC), evaporative crystallization (EC), template induced crystallization (TIC), cooling crystallization (ClC) and electrochem. induced crystallization (EIC), that were recently developed or applied to fermentations were evaluated. For this purpose, the operating windows of fermentation and crystallization of the top-twelve platform chems. as identified by the US Department of Energy were extracted from literature and processed. The results show that in principle all mols. can be crystallized and confirm that different classes of platform chems. require different crystallization techniques. Finally, the results show that intensified crystallization, by means of utilizing external fields (EIC) or tunable solid state properties (CC), seems to be a very feasible ISPR technique.

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

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, Tetrahedron called Enantiomerically pure β,γ-epoxyesters from β-hydroxylactones: synthesis of β-hydroxyesters and (-)-GABOB, Author is Larcheveque, M.; Henrot, S., which mentions a compound: 58081-05-3, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3, HPLC of Formula: 58081-05-3.

The preparation of enantiomerically pure β,γ-epoxy esters was achieved by chemoselective opening of β-hydroxybutanolides with Me3SiI followed by cyclization of the resulting iodohydrins with Ag2O. The reaction of these epoxy esters with lithio- or magnesiocuprates afforded stereochemically pure α-substituted-β-hydroxy esters. Alternatively, the title compound, (R)-H2NCH2CH(OH)CH2CO2H, was synthesized in optically pure form from the iodohydrin (R)-ICH2CH(OH)CH2CO2Et.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one(SMILESS: O=C1OC[C@H](O)C1,cas:58081-05-3) is researched.HPLC of Formula: 58081-05-3. The article 《Synthesis of (S)-N-(benzyloxy)-4-(acetoxymethyl)-2-azetidinone, a potential intermediate for carbapenem antibiotics, by a chemomicrobiological approach》 in relation to this compound, is published in Heterocycles. Let’s take a look at the latest research on this compound (cas:58081-05-3).

(R)-Me3COCH2CH(OH)CH2CO2Et, which was prepared by Bakers’ yeast reduction of Me3COCH2COCH2CO2Et, was converted to (R)-3-hydroxybutyrolactone. After cleavage of the lactone ring with PhCH2ONH2, β-lactam cyclization of the hydroxamate was carried out by the Mitsunobu procedure with complete inversion of configuration at C-3 to give (S)-N-benzyloxy-4-acetoxymethyl-2-azetidinone (I). The (R)-azetidinone was also synthesized from (S)-malic acid via (S)-3-hydroxybutyrolactone.

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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.Zhang, Yang; Xia, Yihong; Lai, Yongji; Tang, Fang; Luo, Zengwei; Xue, Yongbo; Yao, Guangmin; Zhang, Yonghui; Zhang, Jinwen researched the compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ).Reference of (R)-4-Hydroxydihydrofuran-2(3H)-one.They published the article 《Efficient synthesis of kinsenoside and goodyeroside A by a chemo-enzymatic approach》 about this compound( cas:58081-05-3 ) in Molecules. Keywords: kinsenoside chemoenzymic synthesis; goodyeroside chemoenzymic synthesis. We’ll tell you more about this compound (cas:58081-05-3).

Kinsenoside (1) and goodyeroside A (2), two naturally occurring stereoisomers with diverse biol. activities, have been synthesized efficiently by a chemo-enzymic approach with a total yield of 12.7%. The aglycons, (R)- and (S)-3-hydroxy-γ-butyrolactone, were prepared from d- and l-malic acid by a four-step chem. approach with a yield of 75%, resp. These butyrolactones were then successfully glycosidated using β-D-glucosidase as a catalyst in a homogeneous organic-water system. Under the optimized enzymic conditions, the yields of kinsenoside and goodyeroside A in the enzymic steps both reached 16.8%.

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