M.W=200-250 | Page 29 of 35 | Heterocyclic Building Blocks-piperidine

Tan, Wen-Yun team published research on Organic Letters in 2021 | 84358-13-4

84358-13-4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

N-Boc-isonipecotic acid is a potent antitumor agent that has been clinically shown to be effective against leukemia and lymphoma. It has potent antibacterial activity against Gram-positive bacteria such as Staphylococcus aureus and Streptococcus pyogenes. N-Boc-isonipecotic acid binds to the gyrase enzyme, which is used by these bacteria to maintain the integrity of their DNA, inhibiting protein synthesis and cell division. This drug also has anti-inflammatory properties. N-Boc-isonipecotic acid inhibits prostaglandin synthesis in cells, which may be due to its ability to inhibit the production of tumor necrosis factor α (TNFα) in macrophages., Category: piperidines

Piperidine the name comes from the genus name Piper, which is the Latin word for pepper. 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. Although piperidine is a common organic compound, it is best known as a representative structure element within many pharmaceuticals and alkaloids, such as natural-occurring solenopsins. Category: piperidines.

Tan, Wen-Yun;Lu, Yi;Zhao, Jing-Feng;Chen, Wen;Zhang, Hongbin research published 《 Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer》, the research content is summarized as follows. In this paper,a new chemoselective process for the oxidation of primary alcs. and aldehydes was reported. This metal-free reaction features a new oxidant, an easy to handle procedure, high isolated yields, and good to excellent functional group tolerance even in the presence of vulnerable secondary alcs. and tert-butanesulfinamides.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tang, Zi-Liang team published research on Organic Letters in 2021 | 84358-13-4

Application of C11H19NO4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. It is a colorless liquid with an odor described as objectionable, and typical of amines. Application of C11H19NO4.

Tang, Zi-Liang;Ouyang, Xuan-Hui;Song, Ren-Jie;Li, Jin-Heng research published 《 Decarboxylative C(sp³)-N Cross-Coupling of Diacyl Peroxides with Nitrogen Nucleophiles》, the research content is summarized as follows. A new radical-mediated decarboxylative C(sp³)-N cross-coupling of diacyl peroxides with nitrogen nucleophiles has been disclosed. The primary and secondary alkyl radicals derived from corresponding diacyl peroxides were generated by copper catalysis or by merging copper catalysis and photoredox catalysis, resp. Various N-alkyl nitrogen nucleophiles, including indazoles, triazoles, indoles, purine, carbazole, anilines, and sulfonamide, were provided with a broad substrate scope and good functional group tolerance.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Thomson, Christopher G. team published research on Bioorganic & Medicinal Chemistry Letters in 2021 | 84358-13-4

Application In Synthesis of 84358-13-4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst: C5H5N + 3 H2 → C5H10NH. 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol. Application In Synthesis of 84358-13-4.

Thomson, Christopher G.;Le Grand, Darren;Dowling, Mark;Beattie, David;Elphick, Lucy;Faller, Michael;Freeman, Mark;Hardaker, Elizabeth;Head, Victoria;Hemmig, Rene;Hill, Johan;Lister, Andrew;Pascoe, David;Rieffel, Sebastien;Shrestha, Binesh;Steward, Oliver;Zink, Florence research published 《 Development of autotaxin inhibitors: A series of tetrazole cinnamides》, the research content is summarized as follows. A series of inhibitors of autotaxin (ATX) have been developed from a high throughput screening hit, 1a (I), which shows an alternative binding mode to known catalytic site inhibitors. Selectivity over the hERG channel and microsomal clearance were dependent on the lipophilicity of the compounds, and this was optimized by reduction of clogD while maintaining high affinity ATX inhibition. Compound 15a (II) shows good oral exposure, and concentration dependent inhibition of formation of LPA in vivo, as shown in pharmacokinetic-pharmacodynamic (PK/PD) experiments

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Trammel, Grace L. team published research on Journal of the American Chemical Society in 2021 | 84358-13-4

Formula: C11H19NO4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson and again, independently, in 1852 by the French chemist 84358-13-4, formula is C11H19NO4, Name is 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid. Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. Formula: C11H19NO4.

Trammel, Grace L.;Kuniyil, Rositha;Crook, Phillip F.;Liu, Peng;Brown, M. Kevin research published 《 Nickel-Catalyzed Dearomative Arylboration of Indoles: Regioselective Synthesis of C2- and C3-Borylated Indolines》, the research content is summarized as follows. Indole dearomatization is an important strategy to access indolines: a motif present in a variety of natural products and biol. active mols. Herein, a method for transition-metal catalyzed regioselective dearomative arylboration of indoles to generate diverse indolines is presented. The method accomplishes intermol. dearomatization of simple indoles through a migratory insertion pathway on substrates that lack activating or directing groups on the C2- or C3-positions. Synthetically useful C2- and C3-borylated indolines can be accessed through a simple change in N-protecting group in high regio- and diastereoselectivities (up to >40:1 rr and >40:1 dr) from readily available starting materials. Addnl., the origin of regioselectivity was explored exptl. and computationally to uncover the remarkable interplay between carbonyl orientation of the N-protecting group on indole, electronics of the C2-C3 π-bond, and sterics. The method enabled the 1st enantioselective synthesis of (-)-azamedicarpin.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Vimala, M. team published research on Journal of Molecular Liquids in 2021 | 84358-13-4

Recommanded Product: 1-(tert-Butoxycarbonyl)piperidine-4-carboxylic acid, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Vimala, M.;Stella Mary, S.;Ramalakshmi, R.;Muthu, S.;Irfan, Ahmad research published 《 Computational prediction of polar and non-polar solvent effect on the electronic property of N-BOC- Piperidine-4-Carboxylic acid》, the research content is summarized as follows. Geometrical parameters and vibrational anal. of N-BOC-Piperidine-4-Carboxylic acid were computed using Hartree – Fock and D. functional theory with 6-311++G(d,p) basis set. Apparent change occurs in electronic property due to polar and non-polar solvents were investigated. The stabilization energy and mol. bonding interactions were calculated in NBO anal. Global descriptors and NLO parameters were predicted. Fukui functions, mol. electrostatic potential, reduced d. gradient isosurface, electron d. at bonding and antibonding were visualized. Total, partial and overall DOS spectrum were intricated to study the bonds overlapping interactions in the mol. Mol. docking was performed to reveal the protein interaction with BP4C.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Walczak, Maciej team published research on Chemistry & Biodiversity in 2021 | 84358-13-4

Quality Control of 84358-13-4, N-BOC-piperidine-4-carboxylic acid, also known asN-Boc-isonipecotic acid , is a useful research compound. Its molecular formula is C11H19NO4 and its molecular weight is 229,28 g/mole. The purity is usually 95%.

Walczak, Maciej;Chryplewicz, Agnieszka;Olewinska, Sandra;Psurski, Mateusz;Winiarski, Lukasz;Torzyk, Karolina;Oleksyszyn, Jozef;Sienczyk, Marcin research published 《 Phosphonic Analogs of Alanine as Acylpeptide Hydrolase Inhibitors》, the research content is summarized as follows. Acylpeptide hydrolase is a serine protease, which, together with prolyl oligopeptidase, dipeptidyl peptidase IV and oligopeptidase B, belongs to the prolyl oligopeptidase family. Its primary function is associated with the removal of N-acetylated amino acid residues from proteins and peptides. Although the N-acylation occurs in 50-90% of eukaryotic proteins, the precise functions of this modification remains unclear. Recent findings have indicated that acylpeptide hydrolase participates in various events including oxidized proteins degradation, amyloid β-peptide cleavage, and response to DNA damage. Considering the protein degradation cycle cross-talk between acylpeptide hydrolase and proteasome, inhibition of the first enzyme resulted in down-regulation of the ubiquitin-proteasome system and induction of cancer cell apoptosis. Acylpeptide hydrolase has been proposed as an interesting target for the development of new potential anticancer agents. Here, we present the synthesis of simple derivatives of (1-aminoethyl)phosphonic acid diaryl esters, phosphonic analogs of alanine diversified at the N-terminus and ester rings, as inhibitors of acylpeptide hydrolase and discuss the ability of the title compounds to induce apoptosis of U937 and MV-4-11 tumor cell lines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Wang, Hao team published research on Nature Chemistry in 2021 | 84358-13-4

Wang, Hao;Jung, Hoimin;Song, Fangfang;Zhu, Shiyang;Bai, Ziqian;Chen, Danye;He, Gang;Chang, Sukbok;Chen, Gong research published 《 Nitrene-mediated intermolecular N-N coupling for efficient synthesis of hydrazides》, the research content is summarized as follows. N-N linkages are found in many natural compounds and endow fascinating structural and functional properties. In comparison to the myriad methods for the construction of C-N bonds, chem. for N-N coupling, especially in an intermol. fashion, remains underdeveloped. Here, we report a nitrene-mediated intermol. N-N coupling of dioxazolones and arylamines under iridium or iron catalysis. These reactions offer a simple and efficient method for the synthesis of various hydrazides from readily available carboxylic acid and amine precursors. Although the Ir-catalyzed conditions usually give higher N-N coupling yield than the Fe-catalyzed conditions, the reactions of sterically more demanding dioxazolones derived from α-substituted carboxylic acids work much better under the Fe-catalyzed conditions. Mechanistic studies revealed that the nitrogen atom of Ir acyl nitrene intermediates has strong electrophilicity and can undergo nucleophilic attack with arylamines with the assistance of Cl···HN hydrogen bonding to form the N-N bond with high efficiency and chemoselectivity.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Sayre, Hannah team published research on Journal of the American Chemical Society in 2021 | 84358-13-4

Sayre, Hannah;Ripberger, Hunter H.;Odella, Emmanuel;Zieleniewska, Anna;Heredia, Daniel A.;Rumbles, Garry;Scholes, Gregory D.;Moore, Thomas A.;Moore, Ana L.;Knowles, Robert R. research published 《 PCET-Based Ligand Limits Charge Recombination with an Ir(III) Photoredox Catalyst》, the research content is summarized as follows. Upon photoinitiated electron transfer, charge recombination limits the quantum yield of photoredox reactions for which the rates for the forward reaction and back electron transfer are competitive. Taking inspiration from a proton-coupled electron transfer (PCET) process in Photosystem II, a benzimidazole-phenol (BIP) has been covalently attached to the 2,2′-bipyridyl ligand of [Ir(dF(CF₃)ppy)₂(bpy)][PF₆] (dF(CF₃)ppy = 2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine; bpy = 2,2′-bipyridyl). Excitation of the [Ir(dF(CF₃)ppy)₂(BIP-bpy)][PF₆] photocatalyst results in intramol. PCET to form a charge-separated state with oxidized BIP. Subsequent reduction of Me viologen dication (MV²⁺), a substrate surrogate, by the reducing moiety of the charge separated species demonstrates that the inclusion of BIP significantly slows the charge recombination rate. The effect of ~24-fold slower charge recombination in a photocatalytic phthalimide ester reduction resulted in a greater than 2-fold increase in reaction quantum efficiency.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Shen, Zhengnan team published research on Journal of Medicinal Chemistry in 2022 | 84358-13-4

Shen, Zhengnan;Ratia, Kiira;Cooper, Laura;Kong, Deyu;Lee, Hyun;Kwon, Youngjin;Li, Yangfeng;Alqarni, Saad;Huang, Fei;Dubrovskyi, Oleksii;Rong, Lijun;Thatcher, Gregory R. J.;Xiong, Rui research published 《 Design of SARS-CoV-2 PLpro inhibitors for COVID-19 antiviral therapy leveraging binding cooperativity》, the research content is summarized as follows. Antiviral agents that complement vaccination are urgently needed to end the COVID-19 pandemic. The SARS-CoV-2 papain-like protease (PLpro), one of only two essential cysteine proteases that regulate viral replication, also dysregulates host immune sensing by binding and deubiquitination of host protein substrates. PLpro is a promising therapeutic target, albeit challenging owing to featureless P1 and P2 sites recognizing glycine. To overcome this challenge, we leveraged the cooperativity of multiple shallow binding sites on the PLpro surface, yielding novel 2-phenylthiophenes with nanomolar inhibitory potency. New cocrystal structures confirmed that ligand binding induces new interactions with PLpro: by closing of the BL2 loop of PLpro forming a novel “BL2 groove” and by mimicking the binding interaction of ubiquitin with Glu167 of PLpro. Together, this binding cooperativity translates to the most potent PLpro inhibitors reported to date, with slow off-rates, improved binding affinities, and low micromolar antiviral potency in SARS-CoV-2-infected human cells.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Shi, Hongwei team published research on Green Chemistry in 2022 | 84358-13-4

Shi, Hongwei;Li, Jun;Wang, Tao;Rudolph, Matthias;Hashmi, A. Stephen K. research published 《 Catalyst- and additive-free sunlight-induced autoxidation of aldehydes to carboxylic acids》, the research content is summarized as follows. A catalyst- and additive-free sunlight-induced strategy for autoxidation of a wide range of aldehydes RCHO (R = Bu, cyclohexyl, Ph, pyridin-3-yl, etc.) to carboxylic acids RC(O)OH is described for the first time. In this oxidation system, air serves as the source of oxygen and sunlight as the light source, and the system includes the advantages of green, highly atom-efficient, and low-cost synthesis. This method was easily applied even at gram scale. The reaction proceeds smoothly even at lower temperature and in natural light.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem