Category: tetrahydropyran

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: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about Convenient synthesis of dioxopiperazines via aminolysis of α-(pyruvylamino) esters.SDS of cas: 50501-07-0.

Dioxopiperazines I and II were prepared from indoline III by cyclizing with MeNH2 to give dioxopiperazine IV, which was dehydrated to methylene compound V. V added AcSH to give I and II. Analogous reactions starting with pyrrole VI gave dioxopiperazine VII.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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 An enantioconvergent halogenophilic nucleophilic substitution (SN2X) reaction, published in 2019-01-25, which mentions a compound: 16400-32-1, Name is 1-Bromo-2-pentyne, Molecular C5H7Br, Recommanded Product: 16400-32-1.

Bimol. nucleophilic substitution (SN2) plays a central role in organic chem. In the conventionally accepted mechanism, the nucleophile displaces a carbon-bound leaving group X, often a halogen, by attacking the carbon face opposite the C-X bond. A less common variant, the halogenophilic SN2X reaction, involves initial nucleophilic attack of the X group from the front and as such is less sensitive to backside steric hindrance. Herein, we report an enantioconvergent substitution reaction of activated tertiary bromides by thiocarboxylates or azides that, on the basis of exptl. and computational mechanistic studies, appears to proceed via the unusual SN2X pathway. The proposed electrophilic intermediates, benzoylsulfenyl bromide and bromine azide, were independently synthesized and shown to be effective.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Synthesis and pharmacological study of new calcium antagonists, analogs of cinnarizine and flunarizine.Application In Synthesis of 1-(Bis(4-chlorophenyl)methyl)piperazine.

Several phosphonic di-Et esters were prepared and their Ca antagonistic activity evaluated in vitro. The di-Et phosphonate group was condensed on substituted [diphenylmethyl], [(2-benzofuranyl)phenylmethyl], [(4-diphenylmethyl-1-piperazinyl) methyl], [4-(4-diphenylmethyl-1-piperazinyl methyl) phenylmethyl], and [4-(3-phenyl-2-propenyl)-1-piperazinyl methyl] groups. Despite the presence of the di-Et phosphonate moiety and the benzhydrylpiperazinyl group, both present in potent Ca antagonist structures, only one of the 19 prepared compounds, i.e. I, exhibited a Ca antagonistic profile.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Lopes, Alexandra Basilio; Choury, Mickael; Wagner, Patrick; Gulea, Mihaela published an article about the compound: 1-Bromo-2-pentyne( cas:16400-32-1,SMILESS:CCC#CCBr ).Name: 1-Bromo-2-pentyne. 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:16400-32-1) through the article.

A new tandem palladium-catalyzed reaction involving a Suzuki-Miyaura coupling, a desulfenylative coupling, and a hydrothiolation of a triple bond is reported. Notably, the desulfenylative coupling occurs without copper(I) assistance and the hydrothiolation is totally regioselective and stereoselective. The overall process results in the double incorporation of the boronic acid and the reincorporation of the sulfenyl moiety into the product structure. Starting from 2-(bromobenzylsulfenyl)-1-propargyl benzimidazoles, the transformation led to variously substituted benzimidazoles bearing a stereodefined alkenyl sulfide.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

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: 16400-32-1, is researched, SMILESS is CCC#CCBr, Molecular C5H7BrJournal, Advanced Synthesis & Catalysis called Metal-Free, Base-Promoted, Tandem Pericyclic Reaction: A One-Pot Approach for Cycloheptane-Annelated Chromones from γ-Alkynyl-1,3-Diketones, Author is Liang, Yi-En; Kan, Chih-Yu; Barve, Balaji D.; Kuo, Yao-Haur; Fang, Hsu-Wei; Li, Wen-Tai, the main research direction is cycloheptachromone preparation; alkynyl diketone methoxyphenyl preparation intramol pericyclization.Computed Properties of C5H7Br.

A microwave-assisted, base-promoted tandem cyclization reaction strategy has been developed for the synthesis of cyclohepta[b]chromones I (R1 = H, Me, MeO, Cl, Ph, 4-MeOC6H4; R2 = H, Me, MeO; R3 = H; R2R3 = CH:CHCH:CH; R4 = H, Me, Et; R5 = H; R6 = H, Me, n-Pr, cyclopropyl, n-hexyl) and spiro cyclohepta[b]chromones I [R1 = H, Cl, Me, 4-MeC6H4O; R2 = H, Me, MeO; R3 = H; R4R5 = (CH2)3, (CH2)4, (CH2)5; R6 = H, Me]. Readily accessible γ-alkynyl-1,3-diketones II (X = MeO, Cl, Br, I) underwent intramol. cyclization and 7-endo-trig carbocyclization to afford various cycloheptane-annelated chromones I in one-pot reactions. This metal-free protocol also led to the generation of polycyclic ring with a new C-C bond and a new C-O bond.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Guo, Tao; Ding, Yalan; Zhou, Lili; Xu, Haiyan; Loh, Teck-Peng; Wu, Xiaojin published an article about the compound: 1,3,5,7-Tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane( cas:97739-46-3,SMILESS:CC1(C2)OC(C3)(C)OC2(C)OC3(C)P1C4=CC=CC=C4 ).SDS of cas: 97739-46-3. 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:97739-46-3) through the article.

A general intermol. anti-Michael reductive Heck reaction of α,β-unsaturated esters with organobromides has been developed. Most topical classes of aryl, heteroaryl, and vinyl bromides were found to efficiently react with a variety of internal conjugated alkenes. This protocol set up a platform toward diverse α-arylated 1,6-dicarbonyl frameworks found in natural products and drugs, which are still highly challenging targets in traditional α-arylation protocols because of competitive selectivity of enolation. A removable directing group, gram-scale reaction, and modification of complex mols. have addnl. demonstrated that the anti-Michael reductive Heck reaction is a powerful complementary strategy to the classical α-arylation approaches. Preliminary mechanistic studies are consistent with our proposed mechanistic design.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Safety of 2-Bromo-5-methylpyrazine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Bromo-5-methylpyrazine, is researched, Molecular C5H5BrN2, CAS is 98006-90-7, about Determination of the Alkylpyrazine Composition of Coffee Using Stable Isotope Dilution-Gas Chromatography-Mass Spectrometry (SIDA-GC-MS). Author is Pickard, Stephanie; Becker, Irina; Merz, Karl-Heinz; Richling, Elke.

A stable isotope dilution anal. based on gas chromatog.-mass spectrometry anal. (SIDA-GC-MS) was developed for the quant. anal. of 12 alkylpyrazines found in com. available coffee samples. These compounds contribute to coffee flavor. The accuracy of this method was tested by analyzing model mixtures of alkylpyrazines. Comparisons of alkylpyrazine-concentrations suggested that water as extraction solvent was superior to dichloromethane. The distribution patterns of alkylpyrazines in different roasted coffees were quite similar. The most abundant alkylpyrazine in each coffee sample was 2-methylpyrazine, followed by 2,6-dimethylpyrazine, 2,5-dimethylpyrazine, 2-ethylpyrazine, 2-ethyl-6-methylpyrazine, 2-ethyl-5-methylpyrazine, and 2,3,5-trimethylpyrazine, resp. Among the alkylpyrazines tested, 2,3-dimethylpyrazine, 2-ethyl-3-methylpyrazine, 2-ethyl-3,6-dimethylpyrazine, and 2-ethyl-3,5-dimethylpyrazine revealed the lowest concentrations in roasted coffee. By the use of isotope dilution anal., the total concentrations of alkylpyrazines in com. available ground coffee ranged between 82.1 and 211.6 mg/kg, resp. Decaffeinated coffee samples were found to contain lower amounts of alkylpyrazines than regular coffee samples by a factor of 0.3-0.7, which might be a result of the decaffeination procedure.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Ethyl indoline-2-carboxylate(SMILESS: O=C(C1NC2=C(C=CC=C2)C1)OCC,cas:50501-07-0) is researched.Safety of 2-Bromo-5-methylpyrazine. The article 《Efficient acceptorless photo-dehydrogenation of alcohols and N-heterocycles with binuclear platinum(II) diphosphite complexes》 in relation to this compound, is published in Chemical Science. Let’s take a look at the latest research on this compound (cas:50501-07-0).

Binuclear platinum(II) diphosphite complexes as practical and efficient photocatalysts for oxidant-free and acceptorless dehydrogenation of alcs. and N-heterocycles in high yields even under substrate-limiting conditions was described. The reaction could be used for constructing quinazolin-4(3H)-ones from anthranilamide and alcs. This protocol offered the unique reactivity of binuclear platinum(II) diphosphite complexes, wide substrate scope, mild reaction conditions, scalability, utility and versatility of these photocatalysts with practical relevance. Regeneration of the photocatalyst by means of reductive elimination of dihydrogen from the in-situ formed platinum(III)-hydride species represented an alternative paradigm to the current approach in photoredox catalysis.

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Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Application In Synthesis of 2-Bromo-5-methylpyrazine. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Bromo-5-methylpyrazine, is researched, Molecular C5H5BrN2, CAS is 98006-90-7, about Discovery of BI 135585, an in vivo efficacious oxazinanone-based 11β hydroxysteroid dehydrogenase type 1 inhibitor. Author is Zhuang, Linghang; Tice, Colin M.; Xu, Zhenrong; Zhao, Wei; Cacatian, Salvacion; Ye, Yuan-Jie; Singh, Suresh B.; Lindblom, Peter; McKeever, Brian M.; Krosky, Paula M.; Zhao, Yi; Lala, Deepak; Kruk, Barbara A.; Meng, Shi; Howard, Lamont; Johnson, Judith A.; Bukhtiyarov, Yuri; Panemangalore, Reshma; Guo, Joan; Guo, Rong; Himmelsbach, Frank; Hamilton, Bradford; Schuler-Metz, Annette; Schauerte, Heike; Gregg, Richard; McGeehan, Gerard M.; Leftheris, Katerina; Claremon, David A..

A potent, in vivo efficacious 11β hydroxysteroid dehydrogenase type 1 (11β HSD1) inhibitor (I) has been identified. Compound I inhibited 11β HSD1 activity in human adipocytes with an IC50 of 4.3 nM and in primary human adipose tissue with an IC80 of 53 nM. Oral administration of I to cynomolgus monkey inhibited 11β HSD1 activity in adipose tissue. Compound I exhibited >1000× selectivity over other hydroxysteroid dehydrogenases, displays desirable pharmacodynamic properties and entered human clin. trials in 2011.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Product Details of 50501-07-0. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Ethyl indoline-2-carboxylate, is researched, Molecular C11H13NO2, CAS is 50501-07-0, about Reusable, homogeneous water soluble photoredox catalyzed oxidative dehydrogenation of N-heterocycles in a biphasic system: application to the synthesis of biologically active natural products. Author is Srinath, S.; Abinaya, R.; Prasanth, Arun; Mariappan, M.; Sridhar, R.; Baskar, B..

A simple and efficient method for the oxidative dehydrogenation (ODH) of partially saturated N-heterocycles (indolines, tetrahydro-β-carbolines and tetrahydro(iso)quinolines) e.g., I is described using a reusable, homogeneous cobalt-phthalocyanine photoredox catalyst II (R = SO3Na; M = Co) in a biphasic medium. A biphasic system offers an advantage of easy separation of the product and an efficient reusability of the homogeneous photoredox catalyst. Also, the current system significantly helps to overcome the solubility issue of the substrate and catalyst at room temperature Its potential applications to organic transformations are demonstrated by the synthesis of various biol. active N-heterocycles (indoles, β-carbolines, (iso)quinolines) e.g., III and natural products such as eudistomin U, norharmane, and harmane and precursors to perlolyrine and flazin. Without isolation and purification, the catalyst solution can be reused up to 5 times with almost comparable reactivity. Furthermore, the efficiency of the reaction was demonstrated on a gram scale. To the best of our knowledge, this is the first report on ODH reactions using a non noble, reusable and homogeneous cobalt photoredox catalyst under environmentally friendly conditions.

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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics