Category: 219543-09-6

Kelly, Christopher B. et al. published their research in Organic & Biomolecular Chemistry in 2015 | CAS: 219543-09-6

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Quality Control of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

Oxidative cleavage of allyl ethers by an oxoammonium salt was written by Kelly, Christopher B.;Ovian, John M.;Cywar, Robin M.;Gosselin, Taylor R.;Wiles, Rebecca J.;Leadbeater, Nicholas E.. And the article was included in Organic & Biomolecular Chemistry in 2015.Quality Control of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate This article mentions the following:

A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, the cleavage proceeds readily, furnishing a variety of 伪,尾-unsaturated aldehydes and ketones. E.g, oxidative cleavage of allyl ether (I) in presence of oxoammonium salt (II) gave 79% 伪,尾-unsaturated aldehyde (III). In the experiment, the researchers used many compounds, for example, 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6Quality Control of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate).

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Quality Control of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Loman, Jacob. J. et al. published their research in Organic & Biomolecular Chemistry in 2016 | CAS: 219543-09-6

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations was written by Loman, Jacob. J.;Carnaghan, Emma R.;Hamlin, Trevor A.;Ovian, John M.;Kelly, Christopher B.;Mercadante, Michael A.;Leadbeater, Nicholas E.. And the article was included in Organic & Biomolecular Chemistry in 2016.Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate This article mentions the following:

The propensity of oxoammonium cations to facilitate the oxidative ring-opening of cyclic ethers to their corresponding distal hydroxy ketones is investigated. The reaction has been evaluated using exptl. and computational methods to gain deeper insight into trends in reactivity. In the experiment, the researchers used many compounds, for example, 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate).

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Loman, Jacob. J. et al. published their research in Organic & Biomolecular Chemistry in 2016 | CAS: 219543-09-6

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations was written by Loman, Jacob. J.;Carnaghan, Emma R.;Hamlin, Trevor A.;Ovian, John M.;Kelly, Christopher B.;Mercadante, Michael A.;Leadbeater, Nicholas E.. And the article was included in Organic & Biomolecular Chemistry in 2016.Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate This article mentions the following:

The propensity of oxoammonium cations to facilitate the oxidative ring-opening of cyclic ethers to their corresponding distal hydroxy ketones is investigated. The reaction has been evaluated using exptl. and computational methods to gain deeper insight into trends in reactivity. In the experiment, the researchers used many compounds, for example, 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate).

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Khanjani, Pegah’s team published research in Carbohydrate Polymers in 176 | CAS: 219543-09-6

Carbohydrate Polymers 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, Formula: C11H21BF4N2O2.

Khanjani, Pegah published the artcileAssessing the reactivity of cellulose by oxidation with 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxo-piperidinium cation under mild conditions, Formula: C11H21BF4N2O2, the publication is Carbohydrate Polymers (2017), 293-298, database is CAplus and MEDLINE.

The accessibility and reactivity of cellulose are key parameters in its conversion into various products. Several indirect measures, such as water retention value (WRV), fiber saturation point (FSP) and sp. surface area (SSA), are often used to characterize cellulosic samples for their reactivity. In this paper, we report on using oxidation with 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxo-piperidinium cation (4-AcNH-TEMPO+) as a probe reaction for the reactivity of cellulose in mild conditions (pH 9, room temperature). 4-AcNH-TEMPO+ is able to selectively convert hydroxymethyl groups into carboxylate groups. The time dependence of the conversion was monitored by iodometric quantification of the residual 4-AcNH-TEMPO+. Soluble substrates, such as 1-propanol and maltose, were quant. oxidized in ca. 1 min while 3-16% of cellulose was oxidized in ca. 15 min depending on its origin. Extrapolation of the slow residual oxidation to zero time allowed quantification of the easily reactive or accessible cellulose. The 4-AcNH-TEMPO+ reactivity was correlated with several pulp characteristics, including WRV, FSP, SSA, chem. composition, crystallinity, the pulping process and the drying history.

Carbohydrate Polymers 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, Formula: C11H21BF4N2O2.

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

 

Wu, Yu-Fa’s team published research in Organic Letters in 22 | CAS: 219543-09-6

Organic Letters 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 C13H15NO6S, Synthetic Route of 219543-09-6.

Wu, Yu-Fa published the artcileTotal Synthesis of the Echinodermatous Ganglioside LLG-3 Possessing the Biological Function of Promoting the Neurite Outgrowth, Synthetic Route of 219543-09-6, the publication is Organic Letters (2020), 22(19), 7491-7495, database is CAplus and MEDLINE.

A total synthesis of echinodermatous ganglioside LLG-3 with neuritogenic activity was accomplished by a convergent strategy. The synthesis of 2-hydroxyethyl 8-O-Me-α-sialoside 2 was started from the Ph 7,8-di-O-Pico-thiosialoside 5, which can be chemoselectively removed the picoloyl group, and then the Me group in 8-O-MeNeu5Ac moiety was chemoselectively prepared using TMSCHN2/FeCl3. For preparation of the terminal disialic unit, oxidative amidation was initially utilized by our group to efficiently construct the α(2,11) linkage of 8-O-Me-Neu5Acα(2,11)Neu5Gc. Herein, we also demonstrate that the synthesized ganglioside LLG-3 exhibited the neuritogenic activity toward the primary cortical neurons and that biol. activity is superior to that of ganglioside DSG-A.

Organic Letters 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 C13H15NO6S, Synthetic Route of 219543-09-6.

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

 

Gerleve, Carolin’s team published research in Angewandte Chemie, International Edition in 59 | CAS: 219543-09-6

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, Quality Control of 219543-09-6.

Gerleve, Carolin published the artcileTransition-Metal-Free Oxidative Cross-Coupling of Tetraarylborates to Biaryls Using Organic Oxidants, Quality Control of 219543-09-6, the publication is Angewandte Chemie, International Edition (2020), 59(36), 15468-15473, database is CAplus and MEDLINE.

Readily prepared tetraarylborates undergo selective (cross)-coupling through oxidation with Bobbitt’s salt to give sym. and unsym. biaryls. The organic oxoammonium salt can be used either as a stoichiometric oxidant or as a catalyst in combination with in situ generated NO2 and mol. oxygen as the terminal oxidant. For selected cases, oxidative coupling is also possible with NO2/O2 without any addnl. nitroxide-based cocatalyst. Transition-metal-free catalytic oxidative ligand cross-coupling of tetraarylborates is unprecedented and the introduced method provides access to various biaryl and heterobiaryl systems.

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, Quality Control of 219543-09-6.

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

 

Lambert, Kyle M.’s team published research in Journal of Organic Chemistry in 82 | CAS: 219543-09-6

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, Name: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Lambert, Kyle M. published the artcileEnhancement of the Oxidizing Power of an Oxoammonium Salt by Electronic Modification of a Distal Group, Name: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Journal of Organic Chemistry (2017), 82(21), 11440-11446, database is CAplus and MEDLINE.

The multigram preparation and characterization of a novel TEMPO-based oxoammonium salt, 2,2,6,6-tetramethyl-4-(2,2,2-trifluoroacetamido)-1-oxopiperidinium tetrafluoroborate (5), and its corresponding nitroxide (4) are reported. The solubility profile of 5 in solvents commonly used for alc. oxidations differs substantially from that of Bobbitt’s salt, 4-acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate (1). The rates of oxidation of a representative series of primary, secondary, and benzylic alcs. by 1 and 5 in acetonitrile solvent at room temperature have been determined, and oxoammonium salt 5 has been found to oxidize alcs. more rapidly than does 1. The rate of oxidation of meta- and para-substituted benzylic alcs. by either 1 or 5 displays a strong linear correlation to Hammett parameters (r > 0.99) with slopes (ρ) of -2.7 and -2.8, resp., indicating that the rate-limiting step in the oxidations involves hydride abstraction from the carbinol carbon of the alc. substrate.

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, Name: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

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

 

Mamros, Audrey N.’s team published research in ARKIVOC (Gainesville, FL, United States) in | CAS: 219543-09-6

ARKIVOC (Gainesville, FL, 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, Product Details of C11H21BF4N2O2.

Mamros, Audrey N. published the artcileOxidation of primary and secondary alcohols by 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate in aqueous media, Product Details of C11H21BF4N2O2, the publication is ARKIVOC (Gainesville, FL, United States) (2011), 23-33, database is CAplus.

The water-soluble oxidant 4-(acetylamino)-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate oxidized primary and secondary aliphatic, primary allylic, and primary and secondary benzylic alcs. to the corresponding aldehydes and ketones in aqueous media in good to excellent yields.

ARKIVOC (Gainesville, FL, 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, Product Details of C11H21BF4N2O2.

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

 

Belgsir, E. M.’s team published research in Chemical Communications (Cambridge) in | CAS: 219543-09-6

Chemical Communications (Cambridge) 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.

Belgsir, E. M. published the artcileTEMPO-modified graphite felt electrodes: attempted enantioselective oxidation of rac-1-phenylethanol in the presence of (-)-sparteine, Application In Synthesis of 219543-09-6, the publication is Chemical Communications (Cambridge) (1999), 435-436, database is CAplus.

At a TEMPO-modified graphite felt electrode (TMGFE) rac-1-phenylethanol 2 is not enantioselectively oxidized in the presence of (-)-sparteine 1, but instead 1 is dehydrogenated to its iminium salt; 2 is oxidized in solution by the oxoammonium salt 6 in the absence of 1, but not on the TMGFE in the range 0-1.0 V vs. Ag/AgNO3.

Chemical Communications (Cambridge) 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

 

Lackner, Aaron D.’s team published research in Journal of the American Chemical Society in 135 | CAS: 219543-09-6

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, Application In Synthesis of 219543-09-6.

Lackner, Aaron D. published the artcileSingle-Operation Deracemization of 3H-Indolines and Tetrahydroquinolines Enabled by Phase Separation, Application In Synthesis of 219543-09-6, the publication is Journal of the American Chemical Society (2013), 135(38), 14090-14093, database is CAplus and MEDLINE.

The single-operation deracemization of 3H indolines and tetrahydroquinolines is described. An asym. redox approach was employed, in which a phosphoric acid catalyst, oxidant, and reductant are present in the reaction mixture The simultaneous presence of both oxidant and reductant was enabled by phase separation and resulted in the isolation of highly enantioenriched starting materials in high yields.

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, Application In Synthesis of 219543-09-6.

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