Heterocyclic Building Blocks-piperidine

Synthesis and investigation of the nonlinear optical properties of various p-aminophenyl sulfone oligomers was written by Mitchell, Michael A.;Tomida, Masayuki;Padias, Anne Buyle;Hall, H. K. Jr.;Lackritz, Hilary S.;Robello, Douglas R.;Willand, Craig S.;Williams, David J.. And the article was included in Chemistry of Materials in 1993.Safety of 1-(4-Hydroxypiperidin-1-yl)ethanone This article mentions the following:

A series of p-aminophenyl sulfone oligomers (monomers, dimers, and trimers) was synthesized with the purpose of studying the effect of several consecutive dipolar units on their second-order nonlinear optical (NLO) characteristics. Three classes of oligomers were synthesized, namely with a hexamethylene, dimethylene, or piperidine spacer. The dipole moments of these oligomers and the μβ_z value, as measured by EFISH (elec. field induced second harmonic generation), are reported. The results show that these compounds, despite their head-to-tail arrangement, lack the structural features needed to display enhancement of the hyperpolarizability. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Safety of 1-(4-Hydroxypiperidin-1-yl)ethanone).

1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Safety of 1-(4-Hydroxypiperidin-1-yl)ethanone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of hetero-aryl-piperazines and hetero-aryl-bipiperidines with a restricted side chain and their affinities for 5-HT_1A receptor was written by Yoo, Kyung Ho;Choi, Hyun Sik;Kim, Dong Chan;Shin, Kye Jung;Kim, Dong Jin;Song, Yun Seon;Jin, Changbae. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2003.Reference of 33439-27-9 This article mentions the following:

Heteroarylpiperazine and heteroarylbipiperidine derivatives, bearing a 4-piperidine ring instead of an alkylamino side chain to give the semi-rigidity, were prepared and evaluated for their abilities to displace [³H]-8-OH-DPAT binding to the rat hippocampal synaptic membranes. These compounds showed low to moderate affinities for 5-HT_1A receptor, with Ki values ranging from 6912 nM to 232 nM. Of these compounds, I and II exhibited the best affinities for 5-HT_1A receptor with Ki values of 232 nM and 338 nM, resp. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Reference 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.Reference of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

New CNS agent precursors. A simple and efficient route for synthesis of 6-aminomethyl-4,5,6,7-tetrahydrobenzofuran-4-ones as conformationally constrained butyrophenone analogs was written by Casariego, Isabel;Masaguer, Christian F.;Ravina, Enrique. And the article was included in Tetrahedron Letters in 1997.Application In Synthesis of 4-(2-Methoxyphenyl)piperidine This article mentions the following:

Starting from 3,4,5-trimethoxybenzoic acid, we described a practical and efficient five-step synthesis of 6-aminomethyl-4,5,6,7-tetrahydrobenzofuran-4-ones as new CNS agent precursors in an overall yield of 20%. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Application In Synthesis of 4-(2-Methoxyphenyl)piperidine).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) 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 bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application In Synthesis of 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Heterocycle-derived β-S-enals as bifunctional linchpins for the catalytic synthesis of saturated heterocycles was written by Niu, Jingze;Willis, Michael C.. And the article was included in Organic Chemistry Frontiers in 2016.Application of 33439-27-9 This article mentions the following:

We demonstrated how heterocycle-derived β-S-enals can be employed as bifunctional substrates in a cascade of two rhodium-catalyzed C-C bond forming reactions to deliver substituted heterocyclic products. A single rhodium-catalyst, generated in situ from a com. salt and ligand combination, was used to promote both an initial alkene or alkyne hydroacylation reaction, and then a Suzuki-type cross-coupling, resulting in a three-component assembly of the targeted heterocycles. Substrates based on N-, O- and S-heterocycles were included, as were a range of alkenes, alkynes and boronic acid derivatives In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 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 bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Heteroatom-Directed Alkylcyanation of Alkynes was written by Nakao, Yoshiaki;Yada, Akira;Hiyama, Tamejiro. And the article was included in Journal of the American Chemical Society in 2010.HPLC of Formula: 62718-31-4 This article mentions the following:

Alkanenitriles having a heteroatom such as nitrogen, oxygen, and sulfur at the γ-position add across alkynes stereo- and regioselectively by nickel/Lewis acid catalysis to give highly substituted acrylonitriles. The heteroatom functionalities likely coordinate to the nickel center to make oxidative addition of the C-CN bonds of the alkyl cyanides kinetically favorable, forming a five-membered nickelacycle intermediate and, thus, preventing β-hydride elimination to allow the alkylcyanation reaction. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4HPLC of Formula: 62718-31-4).

1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4) 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.HPLC of Formula: 62718-31-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Umpolung Difunctionalization of Carbonyls via Visible-light Photoredox Catalytic Radical-Carbanion Relay was written by Wang, Shun;Cheng, Bei-Yi;Srsen, Matea;Koenig, Burkhard. And the article was included in Journal of the American Chemical Society in 2020.SDS of cas: 33439-27-9 This article mentions the following:

The combination of photoredox catalysis with the Wolff-Kishner (WK) reaction allows the difunctionalization of carbonyl groups by a radical-carbanion relay sequence (photo-Wolff-Kishner reaction). Photoredox initiated radical addition to N-sulfonylhydrazones yields α-functionalized carbanions following WK-type mechanism. With sulfur-centered radicals, the carbanions were further functionalized by reaction with electrophiles including CO₂ and aldehydes to gave phenylthio aryl acetic acids R¹C(SR²)(CO₂H)R³ [R¹ = 4-MeC₆H₃, 2-thienyl, Bn, etc.; R² = Ph, cyclohexyl, CH₂CH₂Ph, etc.; R³ = H, Me, cyclopropyl, etc.] and phenylthio aryl ethanols (R³)(R⁴)C(SPh)CH(OH)R⁵ [R³ = H, Me; R⁴ = Ph, 2-thienyl, 4-PhC₆H₄; R⁵ = H, Et, Ph, etc.], whereas CF₃ radical addition furnished a wide range of gem-difluoroalkenes R⁶R⁷C=CF₂ [R⁶ = Ph, CH₂C(O)NHPh, 4-PhC₆H₄CH₂; R⁷ = H, Me, Bn, etc.; R⁶R⁷ = CH₂N(Ts)CH₂, CH₂CH₂N(Ts)CH₂CH₂, CH₂CH₂N(Boc)CH₂CH₂, CH₂CH₂CH(t-Bu)CH₂CH₂, (CH₂)₁₁] through β-fluoride elimination of the generated α-CF₃ carbanions. More than 80 substrate examples demonstrated the broad applicability of this reaction sequence. A series of investigations including radical inhibition, deuterium labeling, fluorescence quenching, cyclic voltammetry and control experiments support the proposed radical-carbanion relay mechanism. 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. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. 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.SDS of cas: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

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