Month: October 2022

Stavber, Stojan; Kosir, Iztok; Zupan, Marko published an article in Journal of Organic Chemistry. The title of the article was 《Reactions of Alcohols with Cesium Fluoroxysulfate》.SDS of cas: 63012-03-3 The author mentioned the following in the article:

The reactions of alcs. with cesium fluoroxysulfate (CsSO4F) in MeCN suspension were studied, and the role of the structure of the alc. and the reaction conditions on the course of reaction was determined Secondary benzyl alcs. bearing a nonactivating aromatic ring were selectively oxidized to the corresponding ketones, while the CsSO4F-mediated reaction of phenyl-1-naphthylmethanol resulted in the formation of 1-fluoronaphthalene and benzaldehyde. Cyclic and noncyclic secondary alcs. were readily converted to ketones, as well as 1-hydroxybenzocyclanes to benzocyclanones-1, without any further fluorination or oxidation under the reaction conditions. On the other hand, reactions of primary alcs. with CsSO4F resulted in the formation of acid fluorides derived from further fluorination of aldehydes. Another type of transformation was observed in the case of alcs. bearing a benzyl functional group attached geminal to a hydroxy group, where decarbonylation of reactive intermediates resulting in the formation of benzyl fluoride derivatives became the main process. 2-Phenylethanol was so converted to benzyl fluoride and phenylacetyl fluoride in a 3:1 relative ratio, while 2-phenyl-1-propanol was selectively transformed to 1-phenyl-1-fluoroethane. The presence of the radical inhibitor nitrobenzene in the reaction mixture considerably inhibited conversion of the starting material. The same effect was observed by lowering the solvent polarity. Hammett correlation anal. of the effect of substituents on the reaction rates of oxidation of a set of substituted 1-phenyl-1-ethanols to acetophenones gave the reaction constant ρ+ = -0.32, while anal. of analogous data for the transformations of benzyl alcs. to benzoyl fluorides gave the value of -0.54. A mechanism including radical intermediates was proposed for the transformation of alcs. by CsSO4F. In the part of experimental materials, we found many familiar compounds, such as (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3SDS of cas: 63012-03-3)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.SDS of cas: 63012-03-3 The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Convenient and flexible syntheses of gem-dimethyl carboxylic triggers via mono-selective β-C(sp3)-H arylation of pivalic acid with ortho-substituted aryl iodides》 were Huang, Yongliang; Du, Yu; Su, Weiping. And the article was published in Organic Chemistry Frontiers in 2022. HPLC of Formula: 20880-92-6 The author mentioned the following in the article:

This work presents a palladium(II)-catalyzed mono-selective C(sp3)-H arylation of pivalic acid for rapid construction of an important library of 3-aryl-2,2-dimethylpropanoic acids, especially ortho-substituted-aryl compounds The strategy greatly streamlines access to a series of trimethyl-lock-type triggers – arylated gem-di-Me carboxylic acids bearing ortho-activatable substituents, which was used as a self-immolative spacer for selective chem. release initiated under specific conditions. Flexible transformation and derivatization of these activatable carboxylic triggers were also showcased. The results came from multiple reactions, including the reaction of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6HPLC of Formula: 20880-92-6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​. And it is used as chiral auxiliaries in Michael and Aldol addition reactions.HPLC of Formula: 20880-92-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Molecular and physiological characterization of the monosaccharide transporters gene family in Medicago truncatula》 were Komaitis, Fotios; Kalliampakou, Katerina; Botou, Maria; Nikolaidis, Marios; Kalloniati, Chrysanthi; Skliros, Dimitrios; Du, Baoguo; Rennenberg, Heinz; Amoutzias, Grigoris D.; Frillingos, Stathis; Flemetakis, Emmanouil. And the article was published in Journal of Experimental Botany in 2020. Name: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol The author mentioned the following in the article:

Monosaccharide transporters (MSTs) represent key components of the carbon transport and partitioning mechanisms in plants, mediating the cell-to-cell and long-distance distribution of a wide variety of monosaccharides. In this study, we performed a thorough structural, mol., and physiol. characterization of the monosaccharide transporter gene family in the model legume Medicago truncatula. The complete set of MST family members was identified with a novel bioinformatic approach. Prolonged darkness was used as a test condition to identify the relevant transcriptomic and metabolic responses combining MST transcript profiling and metabolomic anal. Our results suggest that MSTs play a pivotal role in the efficient partitioning and utilization of sugars, and possibly in the mechanisms of carbon remobilization in nodules upon photosynthate-limiting conditions, as nodules are forced to acquire a new role as a source of both C and N.rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1Name: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol) was used in this study.

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.Name: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Post-synthetic transamination at position N4 of cytosine in oligonucleotides assembled with routinely used phosphoramidites》 were Lartia, Remy; Vallee, Coelio; Defrancq, Eric. And the article was published in Organic & Biomolecular Chemistry in 2020. HPLC of Formula: 6346-09-4 The author mentioned the following in the article:

The com. available and cheap nucleotide phosphoramidites are routinely used for the oligonucleotide (ODN) assembly. T, isobutyryl-dG (iBudG), benzoyl-dA (BzdA), acetyl-dC (AcdC) and benzoyl-dC (BzdC) derivatives are sufficient to produce orthogonally protected ODNs. Clean and efficient (ca. 30%-70% yield) post-synthetic amination of an ODN assembled with such phosphoramidites was selectively achieved at the N4 position of a singly introduced BzdC. Such a method represents a novel and cheap strategy for the user-friendly post-modification of oligonucleotides at the internal position. After reading the article, we found that the author used 4,4-Diethoxybutan-1-amine(cas: 6346-09-4HPLC of Formula: 6346-09-4)

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.HPLC of Formula: 6346-09-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Youcan; Geng, Hui-Qing; Wu, Xiao-Feng published their research in Chemistry – A European Journal on December 15 ,2021. The article was titled 《Palladium-Catalyzed Carbonylative Four-Component Synthesis of β-Perfluoroalkyl Amides》.Electric Literature of C12H20O6 The article contains the following contents:

Transition-metal-catalyzed multicomponent carbonylation is one of the most efficient strategies to construct carbonyl-containing compounds Herein, a palladium-catalyzed four-component perfluoroalkylation/aminocarbonylation of unactivated alkenes with perfluoroalkyl halides, and amines was developed. A wide range of substrates, including anilines, alkylamines, sulfonamides, and hydrazines are all suitable reaction partners for this catalyst system, resulting in various β-perfluoroalkyl amides with good functional-group tolerance and excellent chemoselectivity. Furthermore, not only alkyl olefins, but also aliphatic alkynes, and even alkyl allenes can all be employed. Notably, several medical and bioactive related mols. are compatible here as well.((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Electric Literature of C12H20O6) was used in this study.

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​. And it is used as chiral auxiliaries in Michael and Aldol addition reactions.Electric Literature of C12H20O6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Zhuming; Ghosh, Avijit; Connolly, Peter J.; King, Peter; Wilde, Thomas; Wang, Jianyao; Dong, Yawei; Li, Xueliang; Liao, Daohong; Chen, Hao; Tian, Gaochao; Suarez, Javier; Bonnette, William G.; Pande, Vineet; Diloreto, Karen A.; Shi, Yifan; Patel, Shefali; Pietrak, Beth; Szewczuk, Lawrence; Sensenhauser, Carlo; Dallas, Shannon; Edwards, James P.; Bachman, Kurtis E.; Evans, David C. published their research in Journal of Medicinal Chemistry on August 12 ,2021. The article was titled 《Gut-Restricted Selective Cyclooxygenase-2 (COX-2) Inhibitors for Chemoprevention of Colorectal Cancer》.Computed Properties of C3H5F3O The article contains the following contents:

Selective cyclooxygenase (COX)-2 inhibitors have been extensively studied for colorectal cancer (CRC) chemoprevention. Celecoxib has been reported to reduce the incidence of colorectal adenomas and CRC but is also associated with an increased risk of cardiovascular events. Here, we report a series of gut-restricted, selective COX-2 inhibitors characterized by high colonic exposure and minimized systemic exposure. By establishing acute ex vivo 18F-FDG uptake attenuation as an efficacy proxy, we identified a subset of analogs that demonstrated statistically significant in vivo dose-dependent inhibition of adenoma progression and survival extension in an APCmin/+ mouse model. However, in vitro-in vivo correlation anal. showed their chemoprotective effects were driven by residual systemic COX-2 inhibition, rationalizing their less than expected efficacies and highlighting the challenges associated with COX-2-mediated CRC disease chemoprevention. In addition to this study using 3,3,3-Trifluoropropan-1-ol, there are many other studies that have used 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Computed Properties of C3H5F3O) was used in this study.

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.Computed Properties of C3H5F3O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2008,Gobbini, Mauro; Armaroli, Silvia; Banfi, Leonardo; Benicchio, Alessandra; Carzana, Giulio; Fedrizzi, Giorgio; Ferrari, Patrizia; Giacalone, Giuseppe; Giubileo, Michele; Marazzi, Giuseppe; Micheletti, Rosella; Moro, Barbara; Pozzi, Marco; Scotti, Piero Enrico; Torri, Marco; Cerri, Alberto published 《Novel Analogues of Istaroxime, a Potent Inhibitor of Na+,K+-ATPase: Synthesis and Structure-Activity Relationship》.Journal of Medicinal Chemistry published the findings.Product Details of 18621-18-6 The information in the text is summarized as follows:

The authors report the synthesis and biol. properties of novel inhibitors of the Na+,K+-ATPase as pos. inotropic compounds Following the previously described model from which istaroxime was generated, the 5α,14α-androstane skeleton was used as a scaffold to study the space around the basic chain of the lead compound Some compounds demonstrated higher potencies than istaroxime on the receptor and the derivative (I) was the most potent; as further confirmation of the model, the E isomers of the oxime are more potent than the Z form. The compounds tested in the guinea pig model induced pos. inotropic effects, which are correlated to the in vitro inhibitory potency on the Na+,K+-ATPase. The finding that all tested compounds resulted less proarrhythmogenic than digoxin, a currently clin. used pos. inotropic agent, suggests that this could be a feature of the 3-aminoalkyloxime derivative class of 5α,14α-androstane. In the part of experimental materials, we found many familiar compounds, such as Azetidin-3-ol hydrochloride(cas: 18621-18-6Product Details of 18621-18-6)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Product Details of 18621-18-6 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2016,Lemaire, E.; Moser, R.; Borsa, C. J.; Briand, D. published 《Green paper-based piezoelectronics for sensors and actuators》.Sensors and Actuators, A: Physical published the findings.Reference of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate The information in the text is summarized as follows:

We report a novel biodegradable piezoelec. composite fabricated from paper and the piezoelec. salt, sodium potassium tartrate tetrahydrate (Rochelle salt, which we term PiezoSalt). The piezoelec. composite is non-toxic and is fabricated free of environmentally harmful solvents by impregnating PiezoSalt into a paper matrix through the crystallization of a concentrated PiezoSalt brine solution The composite exhibits an effective piezoelec. constant between 3 and 25 pC N-1, dielec. constant of 7, mass d. of 625 kg m-3, and a Young’s modulus between 7 and 8 GPa. When directly actuated, cm-scale cantilevers consisting of PiezoSalt paper produced clearly audible sound waves, illustrating one potential application. PiezoSalt paper composite provides a scalable, high throughput approach for biodegradable sensors and transducers with unsurpassed environmentally friendly processing. The experimental part of the paper was very detailed, including the reaction process of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate(cas: 6381-59-5Reference of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate)

Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate(cas: 6381-59-5) is a ferroelectric crystal with a high piezoelectric effect and electromechanical coupling coefficient. Reference of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate It may be used as a constituent to prepare DNS (3,5- dinitrosalicylic acid) reagent and Fehling′s solution B, which are used in the determination of reducing sugar.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2017,Ye, Xiang-Yang; Chen, Stephanie Y.; Wu, Shung; Yoon, David S.; Wang, Haixia; Hong, Zhenqiu; O’Connor, Stephen P.; Li, Jun; Li, James J.; Kennedy, Lawrence J.; Walker, Steven J.; Nayeem, Akbar; Sheriff, Steven; Camac, Daniel M.; Ramamurthy, Vidyhashankar; Morin, Paul E.; Zebo, Rachel; Taylor, Joseph R.; Morgan, Nathan N.; Ponticiello, Randolph P.; Harrity, Thomas; Apedo, Atsu; Golla, Rajasree; Seethala, Ramakrishna; Wang, Mengmeng; Harper, Timothy W.; Sleczka, Bogdan G.; He, Bin; Kirby, Mark; Leahy, David K.; Li, Jianqing; Hanson, Ronald L.; Guo, Zhiwei; Li, Yi-Xin; DiMarco, John D.; Scaringe, Raymond; Maxwell, Brad; Moulin, Frederick; Barrish, Joel C.; Gordon, David A.; Robl, Jeffrey A. published 《Discovery of Clinical Candidate 2-((2S,6S)-2-Phenyl-6-hydroxyadamantan-2-yl)-1-(3′-hydroxyazetidin-1-yl)ethanone [BMS-816336], an Orally Active Novel Selective 11β-Hydroxysteroid Dehydrogenase Type 1 Inhibitor》.Journal of Medicinal Chemistry published the findings.Formula: C3H8ClNO The information in the text is summarized as follows:

BMS-816336 (6n-2), a hydroxy-substituted adamantyl acetamide, has been identified as a novel, potent inhibitor against human 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) enzyme (IC50 3.0 nM) with >10000-fold selectivity over human 11β-hydroxysteroid dehydrogenase type 2 (11β-HSD2). 6n-2 exhibits a robust acute pharmacodynamic effect in cynomolgus monkeys (ED50 0.12 mg/kg) and in DIO mice. It is orally bioavailable (%F ranges from 20 to 72% in preclin. species) and has a predicted pharmacokinetic profile of a high peak to trough ratio and short half-life in humans. This ADME profile met our selection criteria for once daily administration, targeting robust inhibition of 11β-HSD1 enzyme for the first 12 h period after dosing followed by an “”inhibition holiday”” so that the potential for hypothalamic-pituitary-adrenal (HPA) axis activation might be mitigated. 6n-2 was found to be well-tolerated in phase 1 clin. studies and represents a potential new treatment for type 2 diabetes, metabolic syndrome, and other human diseases modulated by glucocorticoid control. In the experiment, the researchers used many compounds, for example, Azetidin-3-ol hydrochloride(cas: 18621-18-6Formula: C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Formula: C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2018,Zhao, Jingming; Bachmann, Daniel G.; Lenz, Markus; Gillingham, Dennis G.; Ward, Thomas R. published 《An artificial metalloenzyme for carbene transfer based on a biotinylated dirhodium anchored within streptavidin》.Catalysis Science & Technology published the findings.Electric Literature of C7H6O3 The information in the text is summarized as follows:

Artificial metalloenzymes that incorporate a biotinylated dirhodium core embedded within engineered streptavidin (Sav hereafter) variants are reported. The resulting biohybrid catalyzes the carbene insertion in C-H bonds and olefins. Chem.- and genetic optimization allows to modulate the catalytic activity of the artificial metalloenzymes that are shown to be active in the periplasm of E. coli (up to 20 turnovers). The results came from multiple reactions, including the reaction of 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Electric Literature of C7H6O3)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Electric Literature of C7H6O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts