Day: November 30, 2022

Park, Seonghun published the artcileUnprecedented porosity transformation of hierarchically porous TiO₂ derived from Ti-Oxo clusters, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Microporous and Mesoporous Materials (2020), 110153, database is CAplus.

Although attaining a high porosity in TiO₂ is critical to enhancing its photocatalytic and photoelec. activities, its synthesis has been challenging owing to the high reactivity of conventional Ti precursors and the laborious template removal process. Thus, we herein report a versatile method for preparing hierarchically porous organic-functionalized TiO₂ (HiPOTs) using Ti-oxo clusters consisting of a rigid reactive ligand, para-aminobenzoate (p-ABA). The presence of p-ABA as a structure-directing template is crucial to obtain microporous structures with sufficiently high yields. The HiPOTs gradually transform from hierarchically micro/mesoporous structures into mesoporous structures during a sol-gel process. The Brunauer-Emmett-Teller surface areas of the HiPOTs range from 242 to 739 m²/g, which are among the highest reported for porous TiO₂ materials. The presence of p-ABA on the HiPOT surface decreases the band gap of TiO₂ to 2.7 eV, and prolonging the sol-gel process releases greater quantities of p-ABA, thereby increasing the band gap and the crystallinity of the anatase phase. Interestingly, unlike conventional TiO₂, which experiences rapid charge recombination, the Ti³⁺ oxidation states of HiPOTs are successfully isolated during UV irradiation and can be applied as a proof of concept to generate reactive oxygen species such as ¹O₂ and ^{â€?/sup>O–₂.}

Microporous and Mesoporous Materials published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one.

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

Baek, Ju Yuel published the artcileβ-Directing Effect of Electron-Withdrawing Groups at O-3, O-4, and O-6 Positions and α-Directing Effect by Remote Participation of 3-O-Acyl and 6-O-Acetyl Groups of Donors in Mannopyranosylations, Computed Properties of 4972-31-0, the publication is Journal of the American Chemical Society (2009), 131(48), 17705-17713, database is CAplus and MEDLINE.

Mannosylations of various acceptors with donors possessing an electron-withdrawing o-trifluoromethylbenzenesulfonyl, benzylsulfonyl, p-nitrobenzoyl, benzoyl, or acetyl group at O-3, O-4, or O-6 positions were found to be β-selective except when donors had 3-O-acyl and 6-O-acetyl groups, which afforded α-mannosides as major products. The α-directing effect of 3-O-acyl and 6-O-acetyl groups was attributed to their remote participation, and the isolation of a stable bicyclic trichlorooxazine ring resulting from the intramol. trapping of the anomeric oxocarbenium ion by 3-O-trichloroacetimidoyl group provided evidence for this remote participation. The triflate anion, counteranion of the mannosyl oxocarbenium ion, was essential for the β-selectivity, and covalent α-mannosyl triflates with an electron-withdrawing group at O-3, O-4, or O-6 were detected by low-temperature NMR. The strongly electron-withdrawing sulfonyl groups, which exhibited a higher β-directing effect in the mannosylation, made the α-mannosyl triflates more stable than the weakly electron-withdrawing acyl groups. We therefore proposed the mechanism for the β-mannosylation and the origin of the β-directing effect: the electron-withdrawing groups would stabilize the α-mannosyl triflate intermediate, and the subsequent reaction of the α-triflate (or its contact ion pair) with the acceptor would afford the β-mannoside. The β-selective mannosylation of a sterically demanding acceptor was achieved by employing a donor possessing two strongly electron-withdrawing benzylsulfonyl groups at O-4 and O-6 positions.

Journal of the American Chemical Society published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Computed Properties of 4972-31-0.

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

Ma, Mark Kin Fai published the artcileStearoyl-CoA desaturase regulates sorafenib resistance via modulation of ER stress-induced differentiation, Name: 4-(2-Chlorophenoxy)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide, the publication is Journal of Hepatology (2017), 67(5), 979-990, database is CAplus and MEDLINE.

We investigated the functional role and clin. significance of stearoyl-CoA desaturase-1 (SCD1) mediated endoplasmic reticulum (ER) stress in regulating liver tumor-initiating cells (T-ICs) and sorafenib resistance, with the aim of developing a novel therapeutic strategy against hepatocellular carcinomas (HCCs).We evaluated the clinic-pathol. relevance of SCD1 and its correlation with sorafenib resistance in large cohorts of HCC clin. samples by qPCR and immunohistochem. analyses. Lentiviral-based overexpression and knockdown approaches were performed to characterize the functional roles of SCD1 in regulating liver T-ICs and sorafenib resistance. Mol. pathways mediating the phenotypic alterations were identified through RNA sequencing anal. and functional rescue experiments The combinatorial effect of SCD1 inhibition and sorafenib was tested using a patient-derived tumor xenograft (PDTX) model.SCD1 overexpression was found in HCC, which was associated with shorter disease-free survival (p = 0.008, log rank test). SCD1 was found to regulate the populations of liver T-ICs; while its suppression by a SCD1 inhibitor suppressed liver T-ICs and sorafenib resistance. Interestingly, SCD1 was markedly upregulated in our established sorafenib-resistant PDTX model, and its overexpression predicts the clin. response of HCC patients to sorafenib treatment. Suppression of SCD1 forces liver T-ICs to differentiate via ER stress-induced unfolded protein response, resulting in an enhanced sensitivity to sorafenib. The PDTX#1 model, combined with sorafenib treatment and a novel SCD1 inhibitor (SSI-4), showed a maximal growth suppressive effect.SCD1-mediated ER stress regulates liver T-ICs and sorafenib sensitivity. Targeting SCD1 alone or in combination with sorafenib might be a novel personalized medicine against HCC. In this study, SCD1 was found to play acrit. role in regulating liver tumor initiating cells and sorafenib resistance through the regulation of ER stress mediated differentiation. Targeting SCD1 in combination with sorafenib may be a novel therapeutic strategy against liver cancer.

Journal of Hepatology published new progress about 1032229-33-6. 1032229-33-6 belongs to piperidines, auxiliary class Metabolic Enzyme,SCD, name is 4-(2-Chlorophenoxy)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide, and the molecular formula is C20H22ClN3O3, Name: 4-(2-Chlorophenoxy)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide.

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

Karaluka, Valerija published the artcileB(OCH₂CF₃)₃-mediated direct amidation of pharmaceutically relevant building blocks in cyclopentyl methyl ether, Quality Control of 39546-32-2, the publication is Organic & Biomolecular Chemistry (2015), 13(44), 10888-10894, database is CAplus and MEDLINE.

The use of B(OCH₂CF₃)₃ for mediating direct amidation reactions of a wide range of pharmaceutically relevant carboxylic acids and amines is described, including numerous heterocycle-containing examples. An initial screen of solvents for the direct amidation reaction suggested that cyclopentyl Me ether, a solvent with a very good safety profile suitable for use over a wide temperature range, was an excellent replacement for the previously used solvent acetonitrile. Under these conditions amides could be prepared from 18 of the 21 carboxylic acids and 18 of the 21 amines examined Further optimization of one of the low yielding amidation reactions (36% yield) via a design of experiments approach enabled an 84% yield of the amide to be obtained.

Organic & Biomolecular Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Quality Control of 39546-32-2.

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

Cheng, Kai published the artcileDiffusion-Based Deprotection in Mesoporous Materials: A Strategy for Differential Functionalization of Porous Silica Particles, Computed Properties of 35661-58-6, the publication is Journal of the American Chemical Society (2007), 129(31), 9674-9685, database is CAplus and MEDLINE.

A monodisperse, spherical mesoporous silica (Acid-Prepared Mesoporous Spheres, APMS) was prepared and then functionalized with two types of Fmoc (9-fluorenylmethyloxycarbonyl) terminated silanes with variable chain lengths. N₂ physisorption experiments indicated that, under some conditions, the pores of the solid were completely filled by the Fmoc-protected organosilanes. These blocked pores were then “reopened” by the cleavage of Fmoc groups with a piperidine solution In contrast to the solution reaction, this deprotection reaction was much slower within the pores. The rate of deprotection was followed by UV/visible spectroscopy, and a plot of Fmoc released vs. time showed a sigmoidal shape. An empirical model was applied to the data, which indicated that the reaction was influenced by the concentration and temperature of the piperidine solution as well as the number of Fmoc moieties within the pores. Using this information, we show that the location of the deprotection reaction in the pores of the silica can be empirically controlled. Our work provides a method by which the surface of the porous silica can be functionalized in a well-defined manner. This method can be used to produce materials for catalysis or drug delivery.

Journal of the American Chemical Society published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Computed Properties of 35661-58-6.

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

Kelly, Christopher B. published the artcileAccess to nitriles from aldehydes mediated by an oxoammonium salt, Name: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Angewandte Chemie, International Edition (2015), 54(14), 4241-4245, database is CAplus and MEDLINE.

A scalable, high yielding, rapid route to access an array of nitriles from aldehydes mediated by an oxoammonium salt (4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate) and hexamethyldisilazane (HMDS) as an ammonia surrogate has been developed. The reaction likely involves two distinct chem. transformations: reversible silyl-imine formation between HMDS and an aldehyde, followed by oxidation mediated by the oxoammonium salt and desilylation to furnish a nitrile. The spent oxidant can be easily recovered and used to regenerate the oxoammonium salt oxidant.

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

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

Kaetzel, Nathaniel D. published the artcileOxidation of aldehydes to nitriles with an oxoammonium salt: preparation of piperonylonitrile, Related Products of piperidines, the publication is Organic Syntheses (2020), 294-313, database is CAplus.

The detailed one-step preparation of piperonylonitrile via oxidation of piperonal with Bobbitt’s oxoammonium salt using hexamethyldisilazane as nitrogen source was reported. Application of the methodol. to the synthesis of other nitriles, as well as the use of oxoammonium salts in other oxidative transformations, was also discussed.

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, Related Products of piperidines.

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

Lu, Yin-Jen published the artcile2-O-N-Benzylcarbamoyl as a Protecting Group To Promote β-Selective Glycosylation and Its Applications in the Stereoselective Synthesis of Oligosaccharides, Recommanded Product: 1-(Phenylsulfinyl)piperidine, the publication is Journal of Organic Chemistry (2018), 83(7), 3688-3701, database is CAplus and MEDLINE.

This study examines the utility of the N-benzylcarbamoyl (BnCar) protecting group in glycosylation reactions of the parent O-2 protected carbohydrate donor. It was found that the BnCar group imparted exclusively β-selectivity with primary and secondary alcs. A mechanistic study revealed the activated intermediate to be the glycosyl triflate in a skew conformation, which results in β-selective glycosylation via an S_N2-like pathway. The BnCar group can be readily cleaved using tetrabutylammonium nitrite, without affecting ester and ether protecting groups. Taken together, these results show BnCar to be useful for the synthesis of complex oligosaccharides, an undertaking that requires delicate chem. differentiation of various protecting groups.

Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Recommanded Product: 1-(Phenylsulfinyl)piperidine.

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

Wang, Shuai published the artcileGlycosylation of ‘basic’ alcohols: methyl 6-(hydroxymethyl)picolinate as a case study, Recommanded Product: 1-(Phenylsulfinyl)piperidine, the publication is Carbohydrate Research (2013), 35-46, database is CAplus and MEDLINE.

Glycosylation is promoted by acid promoters rendering the reactions with basic acceptors challenging. This report presents an in depth study involving Me 6-(hydroxymethyl)picolinate as the model acceptor and 22 glycosyl donors to afford the desired glycosides in good yields ranging from 46% to 85%. Several parameters were evaluated, including the protecting groups of the glycosyl donor, the leaving group at the anomeric center, and the promoter. The influence of the pyridine ring was evident with a benzene-based acceptor affording high yields of glycoside (79%) in comparison to the pyridine-based acceptor (46%). The present work provides a general and reliable access to pyridine-containing glycosides.

Carbohydrate Research published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C13H10O3, Recommanded Product: 1-(Phenylsulfinyl)piperidine.

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

Bohlmann, Ferdinand published the artcileLupine alkaloids. XXVII. The effect of amino groups on the rate of solvolysis of esters, Recommanded Product: 1-Ethylpiperidin-3-ol, the publication is Chemische Berichte (1964), 97(6), 1619-24, database is CAplus.

cf. CA 61, 31542. The rates of solvolysis of a series of aminoalkyl azobenzenecarboxylates were investigated. The equatorial esters were always solvolyzed faster than the axial ones. The strong acceleration of the reaction by more remotely located amino and lactam groups is noteworthy. The rates of the solvolysis were determined for the azobenzenecarboxylates of the following alcs. (m.p., of ester, k × 10^-3 and k × 10^-4 of the hydrolysis at 19° with 0.2 and 0.02N KOH, resp., in 3:2 dioxane- H₂O, and k × 10^-3 and k × 10^-4 of the methanolysis at 19° with 0.2 and 0.02N NaOMe in MeOH given): Me₂NCH₂CH₂OH, 72.5°, -, 5.25, -, 9.30; iso-AmOH, 63°, -, 0.80, -, 1.40; CHC(CH₂)₃OH, -, -, 1.78, -, -; 6-piperidino-4-hexyn-1-ol, 60, 1.45, 1.40, -, 4.65; 6-piperidinopentanol, -, -, 0.90, -, 1.90; I, 81, 1.71, 1.12, -, 0.65; II, 106°, 1.40, 0.9, -, 1.11; III, 153°, -, 9.0, -, -; cyclohexanol, -, 0.15, -, -, 0.17; 1-methyl-4-piperidinol, -, 0.90, -, -, 1.28; 1-ethyl-3piperidinol, 69.5°, 1.83, -, -, 2.30; trans-2-dimethylaminocyclohexanol, 69°, 0.14, -, -, 0.20; 3-piperidinocyclohexanol, 124°, 0.50, -, -, 0.98; 4-dimethylaminocyclohexanol, 95-6°, 0.48, -, -, 0.98; IV, 145°, 0.73, -, 1.00, -; V, 137°, 0.042, -, 0.05, -; VI, 63°, 0.14, -, 0.013, -; VII, 110°, 0.092, -, â‰?.005, -; VIII, -, 0.74 -, 2.3, -; IX, 147°, 0.12, -, 0.2, -; X, -, 0.58, -, 0.17, -; XI, -, 0.27, -, 0.37, -; XII, -, 0.52, -, 1.8, -; XIII, 125-6°, 2.81, -, 4.4, -; XIV, 142°, 0.67, -, 0.09, -; 13a-hydroxylupinane, -, -, 0.12, -; 13a-hydroxysparteine (XV), -, -, -, 0.11, -, 17-oxo derivative of XV, -, -, -, 0.88, -; 13e-hydroxy-α-isolupinane, -, -, -, 0.77, -; 13e-hydroxy-17-oxolupinane, -, -, -, 10.0, -, 13e-hydroxylupinane, -, -, -, 1.6, -; 13e-hydroxysparteine, -, -, -, 1.5, -.

Chemische Berichte published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Recommanded Product: 1-Ethylpiperidin-3-ol.

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