Tag: M.W=300-350

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 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 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. 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. 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. 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. 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

Loman, Jacob J. published the artcileOxidative Cleavage of Silyl Ethers by an Oxoammonium Salt, Application In Synthesis of 219543-09-6, the publication is Synlett (2016), 27(16), 2372-2377, database is CAplus.

A method for the oxidative cleavage of silyl ethers to their corresponding carbonyl species mediated by an oxoammonium salt is described. The resulting aldehydes and ketones are obtained under mild reaction conditions with no observed over oxidation For robust substrates, heating to reflux temperatures significantly reduces the reaction time.

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, Application In Synthesis of 219543-09-6.

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

Hassannia, Ali published the artcileA simple and efficient synthesis of 1,4- and 1,5-dioxepan-2-one, Application of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Letters in Organic Chemistry (2009), 6(6), 478-480, database is CAplus.

A novel synthesis of 1,4- and 1,5-dioxepan-2-one lactones was achieved through the regioselective oxidation of 3-(2-hydroxyethoxy)propan-1-ol. Under basic conditions, when 3-(2-hydroxyethoxy)propan-1-ol was oxidized using oxoammonium salts, a quant. oxidative esterification was observed, resulting in a regioselective lactone ring closure. This oxidation was tailored to afford 1,4-dioxepan-2-one in very good yield.

Letters in 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, Application of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

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

Qiu, Joseph C. published the artcileSelective Oxoammonium Salt Oxidations of Alcohols to Aldehydes and Aldehydes to Carboxylic Acids, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Organic Letters (2012), 14(1), 350-353, database is CAplus and MEDLINE.

The oxidation of alcs. to aldehydes using stoichiometric 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (I) in CH₂Cl₂ at room temperature is a highly selective process favoring reaction at the carbinol center best able to accommodate a pos. charge. The oxidation of aldehydes to carboxylic acids by I in wet acetonitrile is also selective; the rate of the process correlates with the concentration of aldehyde hydrate. A convenient and high yield method for oxidation of alcs. directly to carboxylic acids has been developed.

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 C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

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