Tag: M.W=300-350

Troast, Dawn M. published the artcileStudies toward the synthesis of (-)-zampanolide: preparation of the macrocyclic core, Quality Control of 219543-09-6, the publication is Advanced Synthesis & Catalysis (2008), 350(11+12), 1701-1711, database is CAplus and MEDLINE.

Studies towards the synthesis of the macrocyclic core of (-)-zampanolide (I) are reported. The synthetic approach features a one-pot reduction/vinylogous aldol reaction for construction of the C-15-C-20 fragment, an intramol. silyl-modified Sakurai (ISMS) reaction for construction of the 2,6-cis-disubstituted exo-methylene pyran subunit, and use of an sp²-sp³ Stille reaction for macrocyclization.

Advanced Synthesis & Catalysis published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C18H34N4O5S, Quality Control of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Cheng, Hou-Ping published the artcileChemical Deprenylation of N⁶-Isopentenyladenosine (i⁶A) RNA, Product Details of C11H21BF4N2O2, the publication is Angewandte Chemie, International Edition (2020), 59(26), 10645-10650, database is CAplus and MEDLINE.

N6-isopentenyladenosine (i6A) is an RNA modification found in cytokinins, which regulate plant growth/differentiation, and a subset of tRNAs, where it improves the efficiency and accuracy of translation. The installation and removal of this modification is mediated by prenyltransferases and cytokinin oxidases, and a chem. approach to selective deprenylation of i6A has not been developed. We show that a selected group of oxoammonium cations function as artificial deprenylases to promote highly selective deprenylation of i6A in nucleosides, oligonucleotides, and live cells. Importantly, other epigenetic modifications, amino acid residues, and natural products were not affected. Moreover, a significant phenotype difference in the Arabidopsis thaliana shoot and root development was observed with incubation of the cation. These results establish these small organic mols. as direct chem. regulators/artificial deprenylases of i6A.

Angewandte Chemie, International Edition published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Product Details of C11H21BF4N2O2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Campbell, Mark W. published the artcilePhotochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization, Category: piperidines, the publication is Journal of the American Chemical Society (2021), 143(10), 3901-3910, database is CAplus and MEDLINE.

Herein, the implementation of efficient, sustainable, diaryl ketone hydrogen-atom transfer (HAT) catalysis to activate native C-H bonds for multicomponent dicarbofunctionalization of alkenes was reported. The ability to forge new carbon-carbon bonds between reagents typically viewed as commodity solvents provided a new, more atom-economic outlook for organic synthesis. Through detailed exptl. and computational investigation, the critical effect of hydrogen bonding on the reactivity of this transformation was uncovered.

Journal of the American Chemical Society published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Baradwaj, Aditya G. published the artcileImpact of the Addition of Redox-Active Salts on the Charge Transport Ability of Radical Polymer Thin Films, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Macromolecules (Washington, DC, United States) (2016), 49(13), 4784-4791, database is CAplus.

Radical polymers (i.e., macromols. composed of a nonconjugated polymer backbone and with stable radical sites present on the side chains of the repeat units) can transport charge in the solid state through oxidation-reduction (redox) reactions that occur between the electronically localized open-shell pendant groups. As such, pristine (i.e., not doped) thin films of these functional macromols. have elec. conductivity values on the same order of magnitude as some common electronically active conjugated polymers. However, unlike the heavily evaluated regime of conjugated polymer semiconductors, the impact of mol. dopants on the optical, electrochem., and solid-state electronic properties of radical polymers has not been established. Here, we combine a model radical polymer, poly(2,2,6,6-tetramethylpiperidinyloxy methacrylate) (PTMA), with a small mol. redox-active salt, 4-acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate (TEMPOnium), to elucidate the effect of mol. doping on this emerging class of functional macromol. thin films. Note that the TEMPOnium salt was specifically selected because the cation in the salt has a similar mol. architecture to that of an oxidized repeat unit of the PTMA polymer. Importantly, we demonstrate that the addition of the TEMPOnium salt simultaneously alters the electrochem. environment of the thin film without quenching the number of open-shell sites present in the PTMA-based composite thin film. This environmental alteration changes the chem. signature of the PTMA thin films in a manner that modifies the elec. conductivity of the radical polymer-based composites. By decoupling the ionic and electronic contributions of the observed current passed through the PTMA-based thin films, we are able to establish how the presence of the redox-active TEMPOnium salts affects both the transient and steady-state transport abilities of doped radical polymer thin films. Addnl., at an optimal loading (i.e., doping d.) of the redox-active salt, the elec. conductivity of PTMA increased by a factor of 5 relative to that of pristine PTMA. Therefore, these data establish an underlying mechanism of doping in electronically active radical polymers, and they provide a template by which to guide the design of next-generation radical polymer composites.

Macromolecules (Washington, DC, United States) published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Nandi, Jyoti published the artcileCombining Oxoammonium Cation Mediated Oxidation and Photoredox Catalysis for the Conversion of Aldehydes into Nitriles, Related Products of piperidines, the publication is Synlett (2018), 29(16), 2185-2190, database is CAplus.

A method to oxidize aromatic aldehydes to nitriles has been developed. It involves a dual catalytic system of 4-acetamido-TEMPO and visible-light photoredox catalysis. The reaction is performed using ammonium persulfate as both the terminal oxidant and nitrogen source.

Synlett published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Tomlinson, Edward P. published the artcileTuning the Thermoelectric Properties of a Conducting Polymer through Blending with Open-Shell Molecular Dopants, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is ACS Applied Materials & Interfaces (2015), 7(33), 18195-18200, database is CAplus and MEDLINE.

Polymer thermoelec. devices are emerging as promising platforms by which to convert thermal gradients into electricity directly, and poly(3,4-ethylene dioxythiophene) doped with poly(styrenesulfonate) (PEDOT:PSS) is a leading candidate in a number of these thermoelec. modules. Here, we implement the stable radical-bearing small mol. 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO-OH) as an intermol. dopant in order to tune the elec. conductivity, thermopower, and power factor of PEDOT:PSS thin films. Specifically, we demonstrate that, at moderate loadings (�%, by weight) of the open-shell TEMPO-OH mol., the thermopower of PEDOT:PSS thin films is increased without a marked decline in the elec. conductivity of the material. This effect, in turn, allows for an optimization of the power factor in the composite organic materials, which is a factor of 2 greater than the pristine PEDOT:PSS thin films. Furthermore, because the loading of TEMPO-OH is relatively low, we observe that there is little change in either the crystalline nature or surface topog. of the composite films relative to the pristine PEDOT:PSS films. Instead, we determine that the increase in the thermopower is due to the presence of stable radical sites within the PEDOT:PSS that persist despite the highly acidic environment that occurs due to the presence of the poly(styrenesulfonate) moiety. Addnl., the oxidation-reduction-active (redox-active) nature of the TEMPO-OH small mols. provides a means by which to filter charges of different energy values. Therefore, these results demonstrate that a synergistic combination of an open-shell species and a conjugated polymer allows for enhanced thermoelec. properties in macromol. systems, and as such, it offers the promise of a new design pathway in polymer thermoelec. materials.

ACS Applied Materials & Interfaces published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C5H10Cl3O3P, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Lin, Kingson published the artcileHaloselective Cross-Coupling via Ni/Photoredox Dual Catalysis, Application In Synthesis of 219543-09-6, the publication is ACS Catalysis (2017), 7(8), 5129-5133, database is CAplus and MEDLINE.

The chemoselective functionalization of polyfunctional aryl linchpins is crucial for rapid diversification. Although well-explored for C_sp² and C_sp nucleophiles, the chemoselective introduction of C_sp³ groups remains notoriously difficult and is virtually undocumented using Ni catalysts. To fill this methodol. gap, a “haloselective” cross-coupling process of arenes bearing two halogens, I and Br, using ammonium alkylbis(catecholato)silicates, has been developed. Utilizing Ni/photoredox dual catalysis, C_sp³-C_sp² bonds can be forged selectively at the iodine-bearing carbon of bromo(iodo)arenes. The described high-yielding, base-free strategy accommodates various protic functional groups. Selective electrophile activation enables installation of a second C_sp³ center and can be done without the need for purification of the intermediate monoalkylated product.

ACS Catalysis published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Application In Synthesis of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Ouach, Aziz published the artcileBis(het)aryl-1,2,3-triazole quinuclidines as α7 nicotinic acetylcholine receptor ligands: Synthesis, structure affinity relationships, agonism activity, [¹⁸F]-radiolabeling and PET study in rats, Recommanded Product: 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, the publication is European Journal of Medicinal Chemistry (2019), 449-469, database is CAplus and MEDLINE.

In this paper we describe the design and synthesis of bis(Het)Aryl-1,2,3-triazole quinuclidine α7R ligands using an efficient three-step sequence including a Suzuki-Miyaura cross coupling reaction with com. available and home-made boron derivatives The exploration of SAR required the preparation of uncommon boron derivatives Forty final drugs were tested for their ability to bind the target and nine of them exhibited Ki values below nanomolar concentrations The best scores were always obtained when the 5-phenyl-2-thiophenyl core was attached to the triazole. The selectivity of these compounds towards the nicotinic α4β2 and serotoninergic 5HT3 receptors was assessed and their brain penetration was quantified by the preparation and in vivo evaluation of two [¹⁸F] radiolabeled derivatives It can be expected from our results that some of these compounds will be suitable for further developments and will have effects on cognitive disorders.

European Journal of Medicinal Chemistry published new progress about 859833-21-9. 859833-21-9 belongs to piperidines, auxiliary class Piperidine,Boronic acid and ester,Benzene,Boronic Acids,Boronate Esters, name is 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, and the molecular formula is C18H28BNO2, Recommanded Product: 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Bobbitt, James M. published the artcilePreparation of 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate, and the oxidation of geraniol to geranial, SDS of cas: 219543-09-6, the publication is Organic Syntheses (2005), 80-86, database is CAplus.

The oxidation of 4-(acetylamino)-2,2,6,6-tetramethyl-1-piperidinyloxy was achieved with hydrogen tetrafluoroborate(1-)/sodium hypochlorite (NaOCl; Clorox bleach) to give the title compound, 4-(acetylamino)-2,2,6,6-tetramethyl-1-(oxo)piperidinium tetrafluoroborate. The tetrafluoroborate salt was deemed safer than the corresponding perchlorate.

Organic Syntheses published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, SDS of cas: 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Kelly, Christopher B. published the artcileOxidation of α-Trifluoromethyl Alcohols Using a Recyclable Oxoammonium Salt, Quality Control of 219543-09-6, the publication is Journal of Organic Chemistry (2012), 77(18), 8131-8141, database is CAplus and MEDLINE.

A simple, mild method for the oxidation of α-trifluoromethyl alcs. to trifluoromethyl ketones (TFMKs) using the oxoammonium salt 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate is described. Under basic conditions, oxidation proceeds rapidly and affords good to excellent yields of TFMKs, without concomitant formation of the hydrate. The byproduct of the oxidation, 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinyloxy (1c), is easily recovered and can be conveniently reoxidized to regenerate the oxoammonium salt.

Journal of Organic Chemistry published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Quality Control of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem