Category: 17351-61-0

Trifunovic, Srecko published the artcileNew simple synthesis of N-substituted 1,3-oxazinan-2-ones, Synthetic Route of 17351-61-0, the publication is Synthesis (2010), 943-946, database is CAplus.

An efficient and simple synthesis of N-substituted 1,3-oxazinan-2-ones was developed that involves a three-component, one-pot reaction of readily available tetraethylammonium bicarbonate, 1,3-dibromopropane, and a primary amine in methanol at room temperature L-Alanine can be used as the amino component to give the chiral product (2S)-2-(2-oxo-1,3-oxazinan-3-yl)propanoic acid.

Synthesis published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C12H20O6, Synthetic Route of 17351-61-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Dey, Sandeep Kumar published the artcileSelective inclusion of PO₄^3- within persistent dimeric capsules of a tris(thiourea) receptor and evidence of cation/solvent sealed unimolecular capsules, COA of Formula: C9H21NO3, the publication is Dalton Transactions (2012), 41(29), 8960-8972, database is CAplus and MEDLINE.

A tren-based tris(thiourea) receptor N[CH₂CH₂NHC(:S)NH-p-C₆H₄-NO₂]₃, L with electron-withdrawing p-nitrophenyl terminals has been established as a competent hydrogen-bonding scaffold that can selectively encapsulate PO₄^3- within persistent and rigid dimeric capsules, assembled by aromatic ¦Ð-stacking interactions between the receptor side-arms. A quaternary ammonium salt of PO₄^3- capsules can reproducibly be obtained in quant. yields by a solution-state deprotonation of [HL]⁺ moieties and a bound HPO₄^2- anion of complex 1a (HPO₄^2- complex of protonated L, 2 : 1 host-guest), induced by the presence of a large excess of anions such as HCO₃^–, CH₃CO₂^–, and F^–. Qual. as well as quant. ¹H and ³¹P NMR experiments (DMSO-d₆) have been carried out in detail to demonstrate the selective and preferential inclusion of PO₄^3- by L in solution-states. Competitive crystallization experiments performed in the presence of an excess of anions such as HCO₃^–, HSO₄^–, CH₃CO₂^–, NO₃^– and halides (F^– and Cl^–) further establish the phenomenon of selective PO₄^3- encapsulation as confirmed by ¹H NMR, ³¹P NMR, FT-IR and powder X-ray diffraction patterns of the isolated crystals. X-ray structural analyses and ³¹P NMR studies of the isolated crystals of phosphate complexes provide evidence of the binding discrepancy of inorganic phosphates with protonated and neutral form of L. Furthermore, extensive studies have been carried out with other anions of different sizes and dimensions in solid- and solution-states. Crystal structure elucidation revealed the formation of a solvent (DMSO) sealed unimol. capsule in the F^– encapsulated complex, a CO₃^2- encapsulated centrosym. mol. capsule and a cation (tetrabutylammonium) sealed SO₄^2- encapsulated unimol. capsule. 2D-NOESY NMR experiments carried out on these capsule complexes further confirm the relevant binding stoichiometry of complexes except for the PO₄^3--encapsulated complex which showed a 1 : 1 host-guest stoichiometry in solution

Dalton Transactions published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C9H21NO3, COA of Formula: C9H21NO3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Basu, Arghya published the artcileA C₃ -Symmetric Tripodal Urea Receptor for Anions and Ion Pairs: Formation of Dimeric Capsular Assemblies of the Receptor during Anion and Ion Pair Coordination, Safety of Tetraethylammonium hydrogencarbonate, the publication is Journal of Organic Chemistry (2014), 79(6), 2647-2656, database is CAplus and MEDLINE.

A new C₃ -sym. urea-based heteroditopic tripodal receptor capable of recognizing both anions and ion pairs was designed, synthesized, and characterized. The protonated receptor forms a sulfate complex which encapsulates a single DMF in the tripodal cavity of the receptor. However, the SO₄^2- anion is located outside the tripodal cavity and is stabilized by N-H¡¤¡¤¡¤O hydrogen bonds from the urea functions of four receptor cations. With TBAHSO₄ the receptor forms a contact ion pair complex, where both the TBA⁺ and SO₄^2- groups are pseudoencapsulated in the tripodal cavity of the protonated receptor. Significantly, the receptor forms a charge-separated polymeric ion pair complex with K⁺ and HPO₄^2- via formation of a dimeric capsular assembly of the receptor, in which three K⁺ encapsulated dimeric capsular assemblies interdigitate to form a precise cavity that further encapsulates HPO₄^2-. The receptor also forms an anion complex with CO₃^2- via formation of dimeric capsular self-assembly of the receptor. Solution-state binding studies of the receptor with oxyanions also were carried out by ¹H NMR titration experiments, which show the oxyanion binding trend HCO₃^– > H₂PO₄^– > HSO₄^–, whereas no binding with NO₃^– and ClO₄^– anions is observed

Journal of Organic Chemistry published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C9H21NO3, Safety of Tetraethylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tan, Kemin published the artcileSynthesis of a novel open-framework sulfide, CuGe₂S₅.(C₂H₅)₄N, and its structure solution using synchrotron imaging plate data, SDS of cas: 17351-61-0, the publication is Journal of the American Chemical Society (1995), 117(26), 7039-40, database is CAplus.

The open-framework sulfide, (NEt₄)[CuGe₂S₅] was prepared and its structure determined using synchrotron imaging plate data. The structure consists of Ge₄S₁₀^4- tetrahedral clusters bridged by Cu(I). The Cu(II) was reduced during the hydrothermal synthesis.

Journal of the American Chemical Society published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C10H11FN2O2S, SDS of cas: 17351-61-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Liang, Steven H. published the artcileRapid microfluidic flow hydrogenation for reduction or deprotection of ¹⁸F-labeled compounds, Application of Tetraethylammonium hydrogencarbonate, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(78), 8755-8757, database is CAplus and MEDLINE.

We have combined the benefits of both microfluidics and flow hydrogenation to provide facile access to previously underutilized reduction and protecting group chemistries for PET imaging applications. The rapid removal of an O-benzyl protecting group to prepare 2-[¹⁸F]fluoroquinolin-8-ol and the reduction of a nitro group in the synthesis of 4-[¹⁸F]fluoroaniline were achieved within 3 min.

Chemical Communications (Cambridge, United Kingdom) published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C9H21NO3, Application of Tetraethylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Forte, Gianpiero published the artcileSustainable Carboxylation of Diamines with Hydrogen Carbonate, Quality Control of 17351-61-0, the publication is Organic Process Research & Development (2018), 22(9), 1323-1327, database is CAplus.

A protocol for the carboxylation of diamines employing quaternary ammonium hydrogen carbonates as C1 source is presented. The approach is used to obtain industrially relevant bis-O-alkyl carbamates with diverse structural features in very high yield, even on gram scale. The quaternary ammonium salts, formally acting as “transporters” of the carboxylating agent, can be recovered after the reaction, and recycled with high efficiency. Regeneration of the hydrogen carbonates on ion-exchange resin grants excellent atom economy in the process.

Organic Process Research & Development published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C9H21NO3, Quality Control of 17351-61-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Roubinet, Benoit published the artcileA Synthetic Route to 3-(Heteroaryl)-7-hydroxycoumarins Designed for Biosensing Applications, Category: catalysis-chemistry, the publication is European Journal of Organic Chemistry (2015), 2015(1), 166-182, database is CAplus.

A straightforward method to synthesize 3-(2-benzimidazolyl)-7-hydroxycoumarins, based on a condensation reaction of 7-acetoxy-3-(formyl)coumarin with various C- and/or N-substituted ortho-phenylenediamine derivatives is presented. This unusual approach proved particularly effective for introducing different hydrophilic groups (carboxylic or sulfonic acids or trimethylalkylammonium moieties) onto the heteroaryl scaffold, leading to cyan-green emitting coumarins that were both water-soluble and strongly fluorescent under physiol. conditions. The further extension of this condensation reaction to bis(2-aminophenyl)diselenide enabled the first synthesis of 3-(2-benzoselenazolyl)-7-hydroxycoumarin. The potential utility of these new 7-hydroxycoumarins was demonstrated through the synthesis and spectroscopic and analyte-responsive behavior of fluorogenic probes suitable for sensing biol. relevant thiols and urokinase, a protease that plays a key role in cancer invasion and metastasis. A fluorescence probe for urokinase-type plasminogen activator (uPA, peptidolytic urokinase which is a biomarker for breast cancer, mammary gland neoplasm) was developed and the synthesis of the target compound was achieved by attaching N-acetyl-3-[(1,1-dimethylethyl)dithio]-L-alanyl-L-serylglycyl-L-arginyl-L-seryl-L-alanyl-L-asparaginyl-L-alanyl-L-lysinamide (heptapeptide) [(hydroxy)(oxo)(sulfo)benzopyranyl]benzimidazolecarboxylic acid. The title compounds thus formed included 2-(7-hydroxy-2-oxo-2H-1-benzopyran-3-yl)-1H-benzimidazole-6-carboxylic acid and related substances.

European Journal of Organic Chemistry published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C9H21NO3, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Sohn, Chang Ho published the artcileDesigner Reagents for Mass Spectrometry-Based Proteomics: Clickable Cross-Linkers for Elucidation of Protein Structures and Interactions, Recommanded Product: Tetraethylammonium hydrogencarbonate, the publication is Analytical Chemistry (Washington, DC, United States) (2012), 84(6), 2662-2669, database is CAplus and MEDLINE.

The authors present novel homobifunctional amine-reactive clickable cross-linkers (CXLs) for investigation of three-dimensional protein structures and protein-protein interactions (PPIs). CXLs afford consolidated advantages not previously available in a simple cross-linker, including (1) their small size and cationic nature at physiol. pH, resulting in good water solubility and cell-permeability, (2) an alkyne group for bio-orthogonal conjugation to affinity tags via the click reaction for enrichment of cross-linked peptides, (3) a nucleophilic displacement reaction involving the 1,2,3-triazole ring formed in the click reaction, yielding a lock-mass reporter ion for only clicked peptides, and (4) higher charge states of cross-linked peptides in the gas-phase for augmented electron transfer dissociation (ETD) yields. Ubiquitin, a lysine-abundant protein, is used as a model system to demonstrate structural studies using CXLs. To validate the sensitivity of the authors’ approach, biotin-azide labeling and subsequent enrichment of cross-linked peptides are performed for cross-linked ubiquitin digests mixed with yeast cell lysates. Cross-linked peptides are detected and identified by collision induced dissociation (CID) and ETD with linear quadrupole ion trap (LTQ)-Fourier transform ion cyclotron resonance (FTICR) and LTQ-Orbitrap mass spectrometers. The application of CXLs to more complex systems (e.g., in vivo crosslinking) is illustrated by Western blot detection of Cul1 complexes including known binders, Cand1 and Skp2, in HEK 293 cells, confirming good water solubility and cell-permeability.

Analytical Chemistry (Washington, DC, United States) published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C12H15NO, Recommanded Product: Tetraethylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Inkster, J. A. H. published the artcileA non-anhydrous, minimally basic protocol for the simplification of nucleophilic ¹⁸F-fluorination chemistry, Safety of Tetraethylammonium hydrogencarbonate, the publication is Scientific Reports (2020), 10(1), 6818, database is CAplus and MEDLINE.

Abstract: Fluorine-18 radiolabeling typically includes several conserved steps including elution of the [¹⁸F]fluoride from an anion exchange cartridge with a basic solution of K₂CO₃ or KHCO₃ and Kryptofix 2.2.2. in mixture of acetonitrile and water followed by rigorous azeotropic drying to remove the water. In this work we describe an alternative “non-anhydrous, minimally basic” (“NAMB”) technique that simplifies the process and avoids the basic conditions that can sometimes limit the scope and efficiency of [¹⁸F]fluoride incorporation chem. In this approach, [¹⁸F]F^– is eluted from small (10-12 mg) anion-exchange cartridges with solutions of tetraethylammonium bicarbonate, perchlorate or tosylate in polar aprotic solvents containing 10-50% water. After dilution with addnl. aprotic solvent, these solutions are used directly in nucleophilic aromatic and aliphatic ¹⁸F-fluorination reactions, obviating the need for azeotropic drying. Perchlorate and tosylate are minimally basic anions that are nevertheless suitable for removal of [¹⁸F]F^– from the anion-exchange cartridge. As proof-of-principle, “NAMB” chem. was utilized for the synthesis of the dopamine D₂/D₃ antagonist [¹⁸F]fallypride.

Scientific Reports published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C9H21NO3, Safety of Tetraethylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Moore, Thomas M. published the artcileEffect of leaving group substituents on the microfluidic synthesis of [¹⁸F]3-fluoro-5-[(pyridin-3-yl)ethynyl]benzonitrile ([¹⁸F]FPEB), Safety of Tetraethylammonium hydrogencarbonate, the publication is Heterocycles (2017), 95(2), 807-815, database is CAplus.

A com. microfluidic reactor system was used to synthesize the mGLUR₅ receptor imaging agent [¹⁸F]FPEB. To study the effect of leaving group substituents on the synthesis of the desired compound, the chloro-, bromo-, iodo- and nitro-substituted precursors for FPEB were evaluated. Precursor concentrations of 4-10 mg/mL were evaluated in various solvents, with temperature ranges between 120 and 220° and total processing times of less than five minutes. Optimized incorporation yields ranged from 5% to 69.4% depending on the precursor used.

Heterocycles published new progress about 17351-61-0. 17351-61-0 belongs to catalysis-chemistry, auxiliary class Phase Transfer Catalyst, name is Tetraethylammonium hydrogencarbonate, and the molecular formula is C9H21NO3, Safety of Tetraethylammonium hydrogencarbonate.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia