Month: January 2023

Merging Synthesis and Enantioselective Functionalization of Indoles by a Gold-Catalyzed Asymmetric Cascade Reaction was written by Chiarucci, Michel;Mocci, Rita;Syntrivanis, Leonidas-Dimitrios;Cera, Gianpiero;Mazzanti, Andrea;Bandini, Marco. And the article was included in Angewandte Chemie, International Edition in 2013.COA of Formula: C12H15NO3S This article mentions the following:

In the presence of a nonracemic bis[chlorogold(I)] DTBM-SEGPHOS complex and silver(I) bis(trifluoromethylsulfonyl)imide, (Z)-(hydroxyalkynyl)phenylaminobutenols I [R = R¹ = H, Me, Et, Bu; RR¹ = (CH₂)₂X(CH₂)₂, 1,1′-biphenyl-2,2′-diyl; R² = H, Me, F₃C, F; R³ = H, Cl; R⁴ = H, Me; X = CH₂, CH₂CH₂, O, TsN; Ts = 4-MeC₆H₄SO₂] underwent chemoselective and enantioselective cyclocondensation reactions to give nonracemic vinylmorpholinoindoles II [R = R¹ = H, Me, Et, Bu; RR¹ = (CH₂)₂X(CH₂)₂, 1,1′-biphenyl-2,2′-diyl; R² = H, Me, F₃C, F; R³ = H, Cl; R⁴ = H, Me; X = CH₂, CH₂CH₂, O, TsN] in 30-94% yields and in 78-96% ee. The structure of II (RR¹ = CH₂CH₂NTsCH₂CH₂; R² = R³ = R⁴ = H) was determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9COA of Formula: C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.COA of Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Preparation of 2,4-diphenyl-5,6,7,8-tetrahydro-1,6-naphthyridines was written by Campeanu, Valentin;Farcas, Sorin;Moraru, Mircea. And the article was included in Analele Universitatii Bucuresti, Chimie in 1998.Recommanded Product: 33439-27-9 This article mentions the following:

Michael addition of 1-methyl- and 1-(p-toluensulfonyl)-4-piperidones to chalcone afforded monocyclic 1,5-diketones, which were converted into the corresponding 6-substituted 2,4-diphenyl-5,6,7,8-tetrahydro-1,6-naphthyridines. Detosylation of the 6-tosyl derivative furnished the secondary amine. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Recommanded Product: 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Recommanded Product: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Absence of intramolecular charge-transfer quenching in photoexcited 4-benzoylpiperidines was written by Wagner, Peter J.;Scheve, B. J.. And the article was included in Journal of the American Chemical Society in 1977.Synthetic Route of C13H16N2 This article mentions the following:

The photochem. of I and II was compared with that of III. Like III, I and II undergo competitive α cleavage (yielding PhCHO and cyclization to bicyclo[3.1.1]heptan-6-ols. Sensitization and quenching studies both reveal that I, like III, forms two kinetically distinct triplets. These are assigned to separate chair conformers with the benzoyl group axial (I-a) or equatorial (I-e). Low-temperature 13C NMR indicates a I-a/I-e ratio comparable with that for III. I-e has the same triplet lifetime as III-e and cleaves with the same quantum efficiency. The lack of intramol. change-transfer quanching in I-e indicates that such quenching requires through-space orbital overlap. Triplet decay of I-a is 100 times faster than in III-a. The enhancement is ascribed to stabilization of the γ-radical site by the N lone pair. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4Synthetic Route of C13H16N2).

1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Synthetic Route of C13H16N2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

1-Hetera-4-cyclohexanone system. Proton and carbon-13 magnetic resonance, transannular effects, and conformational analysis was written by Hirsch, Jerry A.;Havinga, E.. And the article was included in Journal of Organic Chemistry in 1976.Product Details of 33439-27-9 This article mentions the following:

1H NMR and 13C NMR were used to study ring conformation in a series of 1-hetera-4-cyclohexanones. Comparison of the 13C NMR data with that from a series of 1-heteracyclohexanes and from acyclic analogs indicated that the effects α and β to the heteroatom groups in the 1-hetera-4-cyclohexanones are proportional to the effects in the same positions in the 1-heteracyclohexanes except for cyclohexane-1,4-dione (and therefore indicate chair conformations), that additivity relationships from the 1-heteracyclohexanes may be used as indications of chair or twist conformations in 1,4-diheteracyclohexanes and 1-hetera-4-cyclohexanones, and that upfield carbonyl shifts in 1-hetera-4-cyclohexanones and related systems do not contain transannular electron-transfer components. Previous suggestions that upfield carbonyl shifts of ∼10 ppm or less may be used to indicate transannular electron donation were refuted. An ordering of heteroatom group effects was presented based on 13C NMR α shifts in these cyclic systems. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Product Details of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Product Details of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, Evaluation, and Radiolabeling of New Potent Positive Allosteric Modulators of the Metabotropic Glutamate Receptor 2 as Potential Tracers for Positron Emission Tomography Imaging was written by Andres, Jose-Ignacio;Alcazar, Jesus;Cid, Jose Maria;De Angelis, Meri;Iturrino, Laura;Langlois, Xavier;Lavreysen, Hilde;Trabanco, Andres A.;Celen, Sofie;Bormans, Guy. And the article was included in Journal of Medicinal Chemistry in 2012.Quality Control of 4-(2-Methoxyphenyl)piperidine This article mentions the following:

Arylpiperidinyl triazolo[4,3-a]pyridines such as I (R = ¹¹CH₃; R¹, R², R³, R⁴ = H, F; R⁵ = Cl, F₃C) were prepared as positron emission tomog. (PET) radiotracers for in vivo imaging of the allosteric binding site of the metabotropic glutamate (mGlu) receptor subtype 2 (mGluR2). I (R = Me; R¹, R², R³, R⁴ = H, F; R⁵ = Cl, F₃C) were potent and selective pos. allosteric modulators (PAMs) of the mGlu receptor 2 (mGluR2) in a [³⁵S]GTPγS binding assay and were able to displace a previously developed mGluR2 PAM radioligand with IC₅₀ values in the low nanomolar range. The brain uptake of I (R = ¹¹CH₃; R¹, R², R³, R⁴ = H, F; R⁵ = Cl, F₃C) in normal rats was determined; the fractions of intact tracer and of polar metabolites in rat cerebrum and cerebellum for I (R = ¹¹CH₃; R¹, R², R³, R⁴ = H, F; R⁵ = Cl) were determined Preliminary small-animal PET (μPET) studies in rats indicated that I (R = ¹¹CH₃; R¹ = R⁴ = F; R² = R³ = H; R⁵ = Cl) bound specifically and reversibly to an mGluR2 allosteric site, making it a promising candidate for PET imaging of mGluR2 in the brain. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Quality Control of 4-(2-Methoxyphenyl)piperidine).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Quality Control of 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Reductive Radical Annulation Strategy toward Bicyclo[3.2.1]octanes: Synthesis of ent-Kaurane and Beyerane Diterpenoids was written by Zhuo, Junming;Zhu, Chunlin;Wu, Jinbao;Li, Zijian;Li, Chao. And the article was included in Journal of the American Chemical Society in 2022.Computed Properties of C12H15NO3S This article mentions the following:

Here, the authors report a general [3+2] radical annulation that allows the facile construction of bicyclo[3.2.1]octane motifs in ent-kaurane- and beyerane-type diterpenoids. This radical annulation is difficult to control but was realized by harnessing an unprecedented and counterintuitive effect of TEMPO. Eleven natural products with a wide array of oxidation states were easily prepared, demonstrating the powerful utility of this straightforward synthetic strategy. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Computed Properties of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Computed Properties of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Copper-Catalyzed Arylative Meyer-Schuster Rearrangement of Propargylic Alcohols to Complex Enones using Diaryliodonium Salts was written by Collins, Beatrice S. L.;Suero, Marcos G.;Gaunt, Matthew J.. And the article was included in Angewandte Chemie, International Edition in 2013.Product Details of 33439-27-9 This article mentions the following:

A new approach to transform readily accessible propargylic alcs. into α-aryl-α,β-unsaturated carbonyls, e.g., I, using diaryliodonium salts and copper catalysis has been developed. This protocol operates under mild conditions and provides a broad scope of the desired enone products in good yields and high selectivity for the E-isomer. The highly functionalized E-trisubstituted enone products are versatile synthetic intermediates and can be readily transformed into important heterocyclic motifs. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Product Details of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Product Details of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Combination of multicomponent KA² and Pauson-Khand reactions: short synthesis of spirocyclic pyrrolocyclopentenones was written by Innocenti, Riccardo;Lenci, Elena;Menchi, Gloria;Trabocchi, Andrea. And the article was included in Beilstein Journal of Organic Chemistry in 2020.Application In Synthesis of 1-Tosylpiperidin-4-one This article mentions the following:

The Cu-catalyzed multicomponent ketone-amine-alkyne (KA²) reaction was combined with a Pauson-Khand cycloaddition to give access of unprecedented constrained spirocyclic pyrrolocyclopentenone derivatives such as I [R¹ = 3-thienyl, Ph; R² = Ac, Bz; X = CH₂, CHMe, N-BOC] following a DOS couple-pair approach. The polyfunctional mol. scaffolds were tested on cyclopentenone reactivity to further expand skeletal diversity, demonstrating utility of this combined approach in generating novel spiro compounds as starting material for the generation of chem. libraries. The chemoinformatics characterization of newly-synthesized mols. gave evidence about structural and physicochem. properties with respect to a set of blockbuster drugs, and showed that such scaffolds are drug-like but more spherical and three-dimensional in character than the drugs. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application In Synthesis of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Application In Synthesis of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Gold(I)-Catalyzed Tandem Transformation with Diynes: Rapid Access to Linear Cyclopentenone-Fused Polycyclic Molecules was written by Yu, Congjun;Chen, Bin;Zhou, Tian;Tian, Qingshan;Zhang, Guozhu. And the article was included in Angewandte Chemie, International Edition in 2015.Quality Control of 1-Tosylpiperidin-4-one This article mentions the following:

An efficient and convenient synthesis of useful linear cyclopentenone-fused polycyclic compounds has been achieved through a novel gold(I)-catalyzed transformation of diynes. The method demonstrates high product yields and tolerates of a wide variety of important functional groups. Gold-vinylidene formation, methoxy group migration, and Nazarov-type cyclization are proposed to be the key steps in the reaction pathway. The synthetic utility of this method is demonstrated by converting the product to eight-membered-ring-fused compound In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Quality Control of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Quality Control of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Eliminative Deoxofluorination Using XtalFluor-E: A One-Step Synthesis of Monofluoroalkenes from Cyclohexanone Derivatives was written by Vandamme, Mathilde;Paquin, Jean-Francois. And the article was included in Organic Letters in 2017.SDS of cas: 33439-27-9 This article mentions the following:

The eliminative deoxofluorination of cyclohexanone derivatives using XtalFluor-E is described. The corresponding monofluoroalkenes are obtained in up to 79% yield. Notably, this one-step procedure occurs at room temperature using readily accessible and cost-effective reagents. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9SDS of cas: 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.SDS of cas: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem