Month: March 2022

Application In Synthesis of 4-Methoxypiperidine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Methoxypiperidine, is researched, Molecular C6H13NO, CAS is 4045-24-3, about Design, synthesis and biological evaluation of novel thiazole-based derivatives as human Pin1 inhibitors. Author is Du, Lifei; Wang, Xiaoyu; Cui, Guonan; Xu, Bailing.

Pin1 is a peptidyl prolyl cis-trans isomerase (PPIase) and inhibiting Pin1 is a potential way for discovering anti-tumor agents. With an aim to find potent Pin1 inhibitors with a novel scaffold, a series of thiazole derivatives with an alicyclic heterocycles on the 2-position were designed, synthesized and tested against human Pin1. Compound 9p bearing a 2-oxa-6-azaspiro [3,3] heptane moiety on the thiazole scaffold was identified as the most potent Pin1 inhibitor of this series with an IC50 value of 0.95 μM. The structure-activity relationship (SAR) and mol. modeling study indicated that introducing an alicyclic ring with an H-bond acceptor would be a viable way to improve the binding affinity.

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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, Article, Research Support, Non-U.S. Gov’t, Organic Letters called Electrochemical Iodoamination of Indoles Using Unactivated Amines, Author is Lei, Ning; Shen, Yanling; Li, Yujun; Tao, Pan; Yang, Liquan; Su, Zhishan; Zheng, Ke, the main research direction is green electrochem iodoamination indole unactivated amine amino acid benzotriazole.Application In Synthesis of 4-Methoxypiperidine.

An environmentally friendly electrochem. approach for iodoamination of various indole derivatives with a series of unactivated amines, amino acid derivatives, and benzotriazoles (more than 80 examples) has been developed. This strategy was further applied in late-stage functionalization of natural products and pharmaceuticals and gram-scale synthesis and radiosynthesis of 131I-labeled compounds Fundamental insights into the mechanism of the reaction based on control experiments, d. functional theory calculation, and cyclic voltammetry are provided.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Recommanded Product: 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 A modular approach to marine macrolide construction. 2. Concise stereocontrolled synthesis of the C17-C28 (CD) spiroacetal component. Author is Paquette, Leo A.; Braun, Alain.

The CD spiroacetal ring system (I) of altohyrtin A, which houses one-fifth of the stereogenic centers resident in the macrolide, has been synthesized through a combination of aldol condensations having different stereocontrol elements.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Application In Synthesis of 2,6-Dichloro-3-fluoropyridine. 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 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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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 Preparation of new 2-chloro-5-fluoro-6-[(4-phenylmethyl)piperazinyl]-4-trifluoromethyl-3-nicotinic acid, published in 1993-03-01, which mentions a compound: 52208-50-1, Name is 2,6-Dichloro-3-fluoropyridine, Molecular C5H2Cl2FN, Electric Literature of C5H2Cl2FN.

The nicotinic acid (I), which could be a key intermediate for novel potential antibacterial 1,8-naphthyridine-3-carboxylic acid analogs, was prepared starting with construction of the pyridine nucleus of II by Et 2-fluoroacetate and Et 2-trifluoroacetate.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Electric Literature of C4H6O3. 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: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about A novel generation of optically active ethyl 4-chloro-3-hydroxybutyrate as a C4 chiral building unit using microbial dechlorination. Author is Suzuki, Toshio; Idogaki, Hideaki; Kasai, Naoya.

A novel procedure for the generation of optically active Et 4-chloro-3-hydroxybutyrate using bacterial cells was developed. Et (S)-4-chloro-3-hydroxybutyrate was prepared by Pseudomonas sp. OS-K-29, which stereoselectively assimilates 2,3-dichloro-1-propanol. The reaction was based on its kinetic dehalogenation for both enantiomers using the resting cells. The obtained 4-chloro-3-hydroxybutyrate had high enantiomeric excess of >98% with a yield of 33% at the microbial resolution step. Moreover, several C4 compounds having the 4-chloro-3-hydroxyl function were also resolved and gave good enantiomeric purities (>95% ee). Et (R)-4-chloro-3-hydroxybutyrate was also obtained with high enantiomeric purity (>98% ee) using the cells of Pseudomonas sp DS-K-NR818.

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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, Article, Journal of Organic Chemistry called Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts, Author is Kinens, Artis; Balkaitis, Simonas; Suna, Edgars, which mentions a compound: 34941-92-9, SMILESS is ClC1=CC(=NC=C1)F, Molecular C5H3ClFN, Name: 4-Chloro-2-fluoropyridine.

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

Murai, Norio; Yonaga, Masahiro; Tanaka, Keigo published the article 《Palladium-Catalyzed Direct Hydroxymethylation of Aryl Halides and Triflates with Potassium Acetoxymethyltrifluoroborate》. Keywords: alc arylmethyl preparation coupling potassium acetoxymethyltrifluoroborate aryl halide triflate; cross coupling Suzuki Miyaura potassium acetoxymethyltrifluoroborate aryl halide triflate; hydroxymethylation acetoxymethyltrifluoroborate aryl halide triflate palladium catalyzed.They researched the compound: (2-Methylbenzo[d]oxazol-5-yl)methanol( cas:136663-38-2 ).Electric Literature of C9H9NO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:136663-38-2) here.

Suzuki-Miyaura cross-coupling reactions of aryl halides and triflates with potassium acetoxymethyltrifluoroborate afforded the corresponding aryl and heteroaryl methanol products in moderate to excellent yields.

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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: 58081-05-3, is researched, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3Journal, Article, Journal of Bioscience and Bioengineering called Production of (S)-4-chloro-3-hydroxybutyrate by microbial resolution using hydrolase from Rhizobium sp. DS-S-51, Author is Nakagawa, Atsushi; Suzuki, Takahiro; Kato, Ko; Shinmyo, Atsuhiko; Suzuki, Toshio, the main research direction is Rhizobium chlorohydroxybutyrate sequence stereoselective reduction.Related Products of 58081-05-3.

(S)-4-Chloro-3-hydroxybutyrate (CHB) is essential for the synthesis of biol. and pharmacol. important compounds Rhizobium sp. DS-S-51 isolated from soil samples showed hydrolytic activity toward (R)-CHB in the racemate to (R)-3-hydroxy-γ-butyrolactone (HL) under a simple composition of the reaction. Residual (S)-CHB was obtained with high optical purity. The gene encoding the enzyme concerned, designated CHB hydrolase, was isolated from DS-S-51, and the gene was highly expressed in Escherichia coli JM109. When the resolution of racemic Me CHB (CHBM) as a substrate was performed using this recombinant cell, JM109 (pKK-R1), the hydrolytic activity was found to be 40-fold greater than that of DS-S-51, and the maximum concentration of the substrate added increased 2-fold. Moreover, (R)-HL was also obtained without decreasing the optical purity compared with that when (R)-CHBM was used as a substrate.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

HPLC of Formula: 34941-92-9. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Synthesis of N-alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives. Author is Hu, Gang; Xu, Jiaxi; Li, Pingfan.

N-Alkylated 2-pyridone products were obtained in good to excellent yields through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride activated sulfoxides and 2-fluoropyridine derivatives, followed by hydrolysis. This is a rare case that uses 2-fluoropyridine as a nucleophile in Pummerer type reactions.

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