Month: November 2022

In 2022,Barth, Maximilian; Rudolph, Stefan; Kampschulze, Jan; Meyer zu Vilsendorf, Imke; Hanekamp, Walburga; Mulac, Dennis; Langer, Klaus; Lehr, Matthias published an article in ChemMedChem. The title of the article was 《Hexafluoroisopropyl Carbamates as Selective MAGL and Dual MAGL/FAAH Inhibitors: Biochemical and Physicochemical Propertiesã€?Reference of Oxetan-3-ol The author mentioned the following in the article:

A series of hexafluoroisopropyl carbamates with indolylalkyl- and azaindolylalkyl-substituents at the carbamate nitrogen was synthesized and evaluated for inhibition of the endocannabinoid degrading enzymes fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL). The synthesized derivatives with Bu to heptyl spacers between the heteroaryl and the carbamate moiety were inhibitors of both enzymes. For investigated compounds in which the alkyl chain was partially incorporated into a piperidine ring, different results were obtained. Compounds with a methylene spacer between the piperidine ring and the heteroaromatic system were found to be selective MAGL inhibitors, while an extension of the alkyl spacer to two to four atoms resulted in dual inhibition of FAAH/MAGL. The only small change in enzyme inhibitory activity with variation of the heteroaromatic system indicates that the reactive hexafluoroisopropyl carbamate group is mainly responsible for the strength of the inhibitory effect of the compounds Selected derivatives were also tested for hydrolytic stability in aqueous solution, liver homogenate and blood plasma as well as for aqueous solubility and for permeability in a Caco-2 cell model. Some compounds showed a slightly higher MAGL inhibitory effect than the known selective MAGL inhibitor ABX-1431 and also partly surpassed this substance with regard to certain physicochem. and biochem. properties such as water solubility and cell permeability. In addition to this study using Oxetan-3-ol, there are many other studies that have used Oxetan-3-ol(cas: 7748-36-9Reference of Oxetan-3-ol) was used in this study.

Oxetan-3-ol(cas: 7748-36-9) is used as a reagent in the synthesis of 5-fluoro-4,6-dialkoxypyrimidine GPR119 agonists. It is also used as a reagent in the synthesis of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors.Reference of Oxetan-3-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Fernandes, Raquel A.; Sampaio, Maria J.; Faria, Joaquim L.; Silva, Claudia G. published an article in Molecules. The title of the article was 《Synthesis of Vitamin B3 through a Heterogeneous Photocatalytic Approach Using Metal-Free Carbon Nitride-Based Catalystsã€?SDS of cas: 100-55-0 The author mentioned the following in the article:

Vitamin B3 (nicotinic acid, VB3) was synthesized through the photocatalytic oxidation of 3-pyridinemethanol (3PM) under visible-light-emitting diode (LED) irradiation using metal-free graphitic carbon nitride (GCN) – based materials. A bulk (GCN) material was prepared by a simple thermal treatment using dicyandiamide as the precursor. A post-thermal treatment under static air and nitrogen flow was employed to obtain the GCN-T and GCN-T-N materials, resp. The conditions adopted during the post-treatment revealed differences in the resulting materials’ morphol., electronic, and optical properties. The post-treated photocatalysts revealed an enhanced efficiency in the oxidation of 3PM into VB3, with the GCN-T-N photocatalyst being the best-performing material. The defective surface, reduced crystallinity, and superior photoabsorption of GCN-T-N account for this material’s improved performance in the production of VB3. Nevertheless, the presence of nitrogen vacancies in the carbon nitride structure and, consequently, the creation of mid-gap states also accounts to its highly oxidative ability. The immobilization of GCN-T-N in sodium alginate hydrogel was revealed as a promising strategy to produce VB3, avoiding the need for the photocatalyst separation step. Concerning the mechanism of synthesis of VB3 through the photocatalytic oxidation of 3PM, it was possible to identify the presence of 3-pyridinecarboxaldehyde (3PC) as the intermediary product. In the experiment, the researchers used 3-Pyridinemethanol(cas: 100-55-0SDS of cas: 100-55-0)

3-Pyridinemethanol(cas: 100-55-0) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.SDS of cas: 100-55-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Quality Control of (4-Bromophenyl)methanolIn 2019 ,《Dehydrogenative Cross-Coupling of Primary Alcohols To Form Cross-Esters Catalyzed by a Manganese Pincer Complexã€?appeared in ACS Catalysis. The author of the article were Das, Uttam Kumar; Ben-David, Yehoshoa; Leitus, Gregory; Diskin-Posner, Yael; Milstein, David. The article conveys some information:

Base-metal-catalyzed dehydrogenative cross-coupling of primary alcs. to form cross-esters as major products, liberating hydrogen gas, is reported. The reaction is catalyzed by a pincer complex of earth-abundant manganese in the presence of catalytic base, without any hydrogen acceptor or oxidant. Mechanistic insight indicates that a dearomatized complex is the actual catalyst, and indeed this independently prepared dearomatized complex catalyzes the reaction under neutral conditions. The experimental part of the paper was very detailed, including the reaction process of (4-Bromophenyl)methanol(cas: 873-75-6Quality Control of (4-Bromophenyl)methanol)

(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Quality Control of (4-Bromophenyl)methanol It is used in the synthesis of amphiphilic, symmetric rod-coil, triblock copolymer of poly(9,9-didodecylfluorene-2,7-diyl) and poly(hydroxyl ethyl methacrylate)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Product Details of 27489-62-9In 2018 ,《The Rhodium Catalysed Direct Conversion of Phenols to Primary Cyclohexylaminesã€?appeared in ChemCatChem. The author of the article were Tomkins, Patrick; Valgaeren, Carlot; Adriaensen, Koen; Cuypers, Thomas; Vos, Dirk E. De. The article conveys some information:

Cyclohexylamines are important intermediates in chem. industry, which are currently produced from petrochem. sources. Phenols, however, are an attractive sustainable feedstock. We here demonstrate the transformation of phenols with ammonia to primary cyclohexylamines. In contrast to previously reported chem. which used palladium catalysts, we here show that rhodium is an excellent catalyst for the formation of primary cyclohexylamines. Different parameters were studied and it was shown that the reaction is applicable to a scope of phenolic compounds providing high selectivity. In the experiment, the researchers used many compounds, for example, trans-4-Aminocyclohexanol(cas: 27489-62-9Product Details of 27489-62-9)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 â†?R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Product Details of 27489-62-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of C6H12OIn 2019 ,《Randomly Functionalized Polyethylenes: In Quest of Avoiding Catalyst Deactivationã€?appeared in ACS Catalysis. The author of the article were Bouyahyi, Miloud; Turki, Younes; Tanwar, Akhilesh; Jasinska-Walc, Lidia; Duchateau, Rob. The article conveys some information:

Well-defined randomly functionalized polyolefins produced by catalysis form an interesting class of polymers with great potential for various applications. One of the major challenges for the production of these materials forms the incompatibility of the commonly used electrophilic group 4 metal based catalysts and the desired nucleophilic, especially protic functionalities like hydroxyl and carboxylic acid groups. Although pacification of the protic functionality remains necessary, it was found that lowering the oxidation state of a constrained geometry type of catalyst from Ti(IV) to Ti(III) turned the catalyst unexpectedly tolerant to a wide variety of aluminum alkyl pacified, hydroxyl-functionalized olefin comonomers. The catalyst’s tendency to undergo chain transfer to aluminum, which was found to be intensified by the presence of aluminum alkyl pacified, hydroxyl-functionalized comonomers, can be efficiently suppressed by the addition of a sterically hindered phenol such as 2,6-bis(1,1-dimethylethyl)-4-methylphenol (BHT). Surprisingly, the addition of BHT also increases the catalyst’s affinity to incorporate these functionalized comonomers. In the experiment, the researchers used 5-Hexen-1-ol(cas: 821-41-0Synthetic Route of C6H12O)

5-Hexen-1-ol(cas: 821-41-0) is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry.Synthetic Route of C6H12O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Quality Control of 3,5-DihydroxybenzaldehydeIn 2018 ,《Transforming a C3-Symmetrical Liquid Crystal to a π-Gelator by Alkoxy Chain Variationã€?was published in ACS Omega. The article was written by Sandeep, Anjamkudy; Praveen, Vakayil K.; Shankar Rao, D. S.; Krishna Prasad, S.; Ajayaghosh, Ayyappanpillai. The article contains the following contents:

Rational understanding of the structural features involving different noncovalent interactions is necessary to design a liquid crystal (LC) or an organogelator. Herein, we report the effect of the number and positions of alkoxy chains on the self-assembly induced phys. properties of a few π-conjugated mols. For this purpose, we designed and synthesized three C3-sym. mols. based on oligo(p-phenylenevinylene), C3OPV1-3. The self-assembly properties of these mols. are studied in the solid and solution states. All of the three mols. follow the isodesmic self-assembly pathway. Upon cooling from isotropic melt, C3OPV1 having nine alkoxy chains (-OC12H25) formed a columnar phase with two-dimensional rectangular lattice and retained the LC phase even at room temperature Interestingly, when one of the -OC12H25 groups from each of the end benzene rings is knocked out, the resultant mol., C3OPV2 lost the LC property, however, transformed as a gelator in toluene and n-decane. Surprisingly, when the -OC12H25 group from the middle position is removed, the resultant mol. C3OPV3 failed to form either the LC or the gel phases. In the experiment, the researchers used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Quality Control of 3,5-Dihydroxybenzaldehyde)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activities.Quality Control of 3,5-Dihydroxybenzaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application In Synthesis of 6-Aminohexan-1-olIn 2019 ,《Imine and metal-ligand dynamic bonds in soft polymers for autonomous self-healing capacitive-based pressure sensorsã€?was published in Soft Matter. The article was written by Pignanelli, Julia; Billet, Blandine; Straeten, Matthew; Prado, Michaela; Schlingman, Kory; Ahamed, Mohammed Jalal; Rondeau-Gagne, Simon. The article contains the following contents:

In this work, a facile and simple yet effective method to generate intrinsic autonomous self-healing polymers was developed, leading to new materials that can be easily fine-tuned both mech. and chem. The new materials were designed to incorporate two dynamic and reversible types of chem. bonds, namely dynamic imine and metal-coordinating bonds, to enable autonomous self-healing, controlled degradability and ultra-high tunable stretchability (up to 800% strain) based on the ratio of metal to ligand incorporated. Through an easy condensation reaction, imine bonds are generated at the end-termini of a short siloxane chain. The new dynamic system was characterized by a variety of techniques, including tensile-pull strain testing, at. force microscopy and UV-Vis spectroscopy, which showed that the highly dynamic imine bonds, combined with coordination with Fe2+ ions, allow for the material to regenerate 88% of its mech. strength after phys. damage. The materials were also controlled to be degraded in mild acidic conditions. Lastly, application in self-healable electronics was demonstrated through the fabrication of a capacitive-based pressure sensor, which shows good sensitivity and dynamic response (~0.33 kPa-1) before and after healing. In the experiment, the researchers used 6-Aminohexan-1-ol(cas: 4048-33-3Application In Synthesis of 6-Aminohexan-1-ol)

6-Aminohexan-1-ol(cas: 4048-33-3) can undergo cyclization over copper supported on γ-alumina and magnesia to form hexahydro-1H-azepine. It may be used along with glutaric acid to generate poly(ester amide)s with excellent film- and fiber forming properties.Application In Synthesis of 6-Aminohexan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《A palladium-catalyzed oxidative cross-coupling reaction between aryl pinacol boronates and H-phosphonates in ethanolã€?was published in RSC Advances in 2017. These research results belong to Chen, Te-Hsuan; Reddy, Daggula Mallikarjuna; Lee, Chin-Fa. Formula: C14H21BO2 The article mentions the following:

The first successful oxidative coupling reaction of aryl pinacol boronic esters with H-phosphonates to deliver aryl phosphorous compounds is reported herein. These reactions between aryl boronic reagents and H-phosphonates were carried out synergistically using a Pd catalyst, additive and oxidant. Without using bases and ligands, phosphorylation was accomplished in an environmentally-friendly manner under mild conditions in ethanol. In the part of experimental materials, we found many familiar compounds, such as 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Formula: C14H21BO2)

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group.Formula: C14H21BO2 Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Metal-Free Visible Light Hydroperfluoroalkylation of Unactivated Alkenes Using Perfluoroalkyl Bromidesã€?was written by Yajima, Tomoko; Shigenaga, Satsuki. Electric Literature of C6H12OThis research focused onunactivated alkene perfluoroalkyl bromide hydroperfluoroalkylation visible light organocatalyst; perfluoroalkyl alkane preparation; visible light hydroperfluoroalkylation promoter; organic dye hydroperfluoroalkylation organocatalyst. The article conveys some information:

Organic dye-catalyzed visible light induced hydroperfluoroalkylation of unactivated alkenes is described. Hydroperfluoroalkylation proceeds selectively and is applicable for various perfluoroalkyl bromide and alkenes including internal alkenes. The reaction mechanism is discussed, and it is shown that the hydrogen source varies with reaction conditions. In the experiment, the researchers used 5-Hexen-1-ol(cas: 821-41-0Electric Literature of C6H12O)

5-Hexen-1-ol(cas: 821-41-0) is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry.Electric Literature of C6H12O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Quality Control of rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraolOn June 4, 2020, Xie, Huijun; Chen, Xiaoyu; Li, Miaomiao; Aisa, Haji Akber; Yuan, Tao published an article in Tetrahedron Letters. The article was 《Angustifolinoid B, a flavonoid glycoside dimer with cyclobutane from Elaeagnus angustifolia flowersã€? The article mentions the following:

A novel flavonoid glycoside dimer with an unprecedented cyclobutane moiety, named angustifolinoid B (1), was isolated from Elaeagnus angustifolia flowers. Its structure was determined by extensive spectroscopic anal. (HRMS, NMR) and chem. hydrolysis. The new dimer was formed via a [2 + 2] cycloaddition between two sym. tiliroside. Bioassay revealed that compound 1 showed significant α-glucosidase inhibitory activity with IC50 value at 4.40 μM. In the experiment, the researchers used rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1Quality Control of rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol)

rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1) is oxidized in various tissues under either aerobic or anaerobic conditions through glycolysis; the oxidation reaction produces carbon dioxide, water, and ATP.Quality Control of rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts