Month: October 2022

《Mild and Chemoselective Thioacylation of Amines Enabled by the Nucleophilic Activation of Elemental Sulfur》 was written by Saito, Masato; Murakami, Sho; Nanjo, Takeshi; Kobayashi, Yusuke; Takemoto, Yoshiji. Reference of 4-Aminobutan-1-ol And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

A mild and chemoselective method for the thioacylation of amines using α-keto acids and elemental sulfur has been developed. The key to the success of this transformation is the nucleophilic activation of elemental sulfur by thiols such as 1-dodecanethiol. A variety of functional groups, including unprotected hydroxyl, carboxyl, amide, sulfide, and tertiary amine moieties, are tolerated under the applied reaction conditions. To demonstrate the advantages of this method compared with conventional O-S exchange reactions using Lawesson’s reagent or P2S5, thioamide moieties were introduced site-specifically into biol. active compounds After reading the article, we found that the author used 4-Aminobutan-1-ol(cas: 13325-10-5Reference of 4-Aminobutan-1-ol)

4-Aminobutan-1-ol(cas: 13325-10-5) is used in the synthesis of NSAIDs with anti-inflammatory properties. Also used in the synthesis of polyamine transport ligands with specificity against human cancers allowing easy access to specific cancer cells.Reference of 4-Aminobutan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Bioinspired Nitroalkylation for Selective Protein Modification and Peptide Stapling》 was written by Mahesh, Sriram; Adebomi, Victor; Muneeswaran, Zilma P.; Raj, Monika. Safety of 2,6-Pyridinedimethanol And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Nitroalkanes react specifically with aldehydes, providing rapid, stable, and chemoselective protein bioconjugation. These nitroalkylated proteins mimic key post-translational modifications (PTMs) of proteins and can be used to understand the role of these PTMs in cellular processes. Demonstrated here is the substrate scope of this bioconjugation by attaching a variety of tags, such as NMR tags, fluorescent tags, affinity tags, and alkyne tags, to proteins. The structure and enzymic activity of modified proteins remain conserved after labeling. Notably, the nitroalkane group leads to easy characterization of proteins by mass spectrometry because of its distinct fingerprint pattern. Importantly, the nitro-alkylated peptides provide a new handle for site-selective fluorination of peptides, thus installing a specific probe to study peptide-protein interactions by 19F NMR spectroscopy. Furthermore, nitroalkane reagents can be used for the late-stage diversification of peptides and for the synthesis of peptide staples. After reading the article, we found that the author used 2,6-Pyridinedimethanol(cas: 1195-59-1Safety of 2,6-Pyridinedimethanol)

2,6-Pyridinedimethanol(cas: 1195-59-1) 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.Safety of 2,6-Pyridinedimethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Palladium-Catalyzed [3 + 2] Cycloaddition via Twofold 1,3-C(sp3)-H Activation》 was written by Park, Hojoon; Yu, Jin-Quan. Synthetic Route of C9H11NO And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Cycloaddition reactions provide an expeditious route to construct ring systems in a highly convergent and stereoselective manner. For a typical cycloaddition reaction to occur, however, the installation of multiple reactive functional groups (π-bonds, leaving group, etc.) is required within the substrates, compromising the overall efficiency or scope of the cycloaddition reaction. Here, we report a palladium-catalyzed [3 + 2] reaction that utilizes twofold C(sp3)-H activation to generate the three-carbon unit for formal cycloaddition The initial β-C(sp3)-H activation of aliphatic amide, followed by maleimide insertion, triggers a relayed, second C(sp3)-H activation to complete a formal [3 + 2] cycloaddition The key to success was the use of weakly coordinating amide as the directing group, as previous studies have shown that Heck or alkylation pathways are preferred when stronger-coordinating directing groups are used with maleimide coupling partners [e.g., N,N-dimethylpivalamide + N-(4-nitrophenyl)maleimide → I (87%, dr 6:1)]. To promote the amide-directed C(sp3)-H activation step, the use of pyridine-3-sulfonic acid ligands is crucial. This method is compatible with a wide range of amide substrates, including lactams, which lead to spiro-bicyclic products. The [3 + 2] product is also shown to undergo a reductive desymmetrization process to access chiral cyclopentane bearing multiple stereocenters with excellent enantioselectivity. In the experiment, the researchers used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Synthetic Route of C9H11NO)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Synthetic Route of C9H11NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Alkyne Linchpin Strategy for Drug:Pharmacophore Conjugation: Experimental and Computational Realization of a Meta-Selective Inverse Sonogashira Coupling》 was written by Porey, Sandip; Zhang, Xinglong; Bhowmick, Suman; Kumar Singh, Vikas; Guin, Srimanta; Paton, Robert S.; Maiti, Debabrata. Product Details of 89466-08-0 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

The late-stage functionalization (LSF) of pharmaceutical and agrochem. compounds by the site-selective activation of C-H bonds provides access to diverse structural analogs and expands synthetically-accessible chem. space. We report a C-H functionalization LSF strategy that hinges on the use of an alkyne linchpin to assemble conjugates of sp2-rich marketed pharmaceuticals and agrochems. with sp3-rich 3D fragments and natural products. This is accomplished through a template-assisted inverse Sonogashira reaction that displays high levels of selectivity for the meta position. This protocol is also amenable to distal structural modifications of α-amino acids. The transformation of alkyne functionality to other functional groups further highlights the applicative potential. Computational and exptl. mechanistic studies shed light on the detailed mechanism. Turnover-limiting 1,2-migratory insertion of the bromoalkyne coupling partner occurs after relatively fast C-H activation. While this insertion occurs unselectively, regioconvergence results from one of the adducts undergoing a 1,2-trialkylsilyl migration to form the alkynylated product. A heterobimetallic Pd-Ag transition structure is essential for product formation in the β-bromide elimination step.2-Hydroxyphenylboronic acid(cas: 89466-08-0Product Details of 89466-08-0) was used in this study.

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. Product Details of 89466-08-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Identification of Prime Factors to Maximize the Photocatalytic Hydrogen Evolution of Covalent Organic Frameworks》 was written by Ghosh, Samrat; Nakada, Akinobu; Springer, Maximilian A.; Kawaguchi, Takahiro; Suzuki, Katsuaki; Kaji, Hironori; Baburin, Igor; Kuc, Agnieszka; Heine, Thomas; Suzuki, Hajime; Abe, Ryu; Seki, Shu. Application of 34374-88-4 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Visible-light-driven hydrogen (H2) production from water is a promising strategy to convert and store solar energy as chem. energy. Covalent organic frameworks (COFs) are front runners among different classes of organic photocatalysts. The photocatalytic activity of COFs depends on numerous factors such as the electronic band gap, crystallinity, surface area, exciton migration, stability of transient species, charge separation and transport, etc. However, it is challenging to fine tune all of these factors simultaneously to enhance the photocatalytic activity. Hence, in this report, an effort has been made to understand the interplay of these factors and identify the key factors for efficient photocatalytic H2 production through a structure-property-activity relationship. Careful mol. engineering allowed us to optimize all of the above plausible factors impacting the overall catalytic activities of a series of isoreticular COFs. The present study determines three prime factors: light absorption, charge carrier generation, and its transport, which influence the photocatalytic H2 production of COFs to a much greater extent than the other factors.2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4Application of 34374-88-4) was used in this study.

2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4) is a member of phloroglucinol derivatives. Regarding monomeric phloroglucinols, this group encompasses acryl phloroglucinols, phloroglucinol-terpene adducts, phloroglucinol glycosides, halogenated phloroglucinols, prenylated phloroglucinols, and cyclicroup polyketides.Application of 34374-88-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Verevkin, Sergey P.; Andreeva, Irina V.; Konnova, Maria E.; Portnova, Svetlana V.; Zherikova, Kseniya V.; Pimerzin, Aleksey A. published their research in Journal of Chemical Thermodynamics in 2021. The article was titled 《Paving the way to the sustainable hydrogen storage: Thermochemistry of amino-alcohols as precursors for liquid organic hydrogen carriers》.Recommanded Product: 4-Aminobutan-1-ol The article contains the following contents:

The absolute vapor pressures of four amino-alcs. were measured using the transpiration method. A consistent set of standard molar enthalpies of vaporization for eighteen amino-alcs. was evaluated using empirical and structure-property correlations. The averaged values of vaporization enthalpies are recommended as reliable benchmark properties for thermochem. calculations of the energetics of chem. reactions including synthesis of alkyl-substituted pyrazines, compounds considered as seminal liquid organic hydrogen carriers (LOHC). In the experiment, the researchers used 4-Aminobutan-1-ol(cas: 13325-10-5Recommanded Product: 4-Aminobutan-1-ol)

4-Aminobutan-1-ol(cas: 13325-10-5) is used in the synthesis of NSAIDs with anti-inflammatory properties. Also used in the synthesis of polyamine transport ligands with specificity against human cancers allowing easy access to specific cancer cells.Recommanded Product: 4-Aminobutan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Zhiqiang; Kole, Goutam Kumar; Budiman, Yudha P.; Tian, Ya-Ming; Friedrich, Alexandra; Luo, Xiaoling; Westcott, Stephen A.; Radius, Udo; Marder, Todd B. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Transition Metal Catalyst-Free, Base-Promoted 1,2-Additions of Polyfluorophenylboronates to Aldehydes and Ketones》.Category: alcohols-buliding-blocks The article contains the following contents:

A novel protocol for the transition metal-free 1,2-addition of polyfluoroaryl boronate esters to aldehydes and ketones is reported, which provides secondary alcs., tertiary alcs., and ketones. Control experiments and DFT calculations indicate that both the ortho-F substituents on the polyfluorophenyl boronates and the counterion K+ in the carbonate base are critical The distinguishing features of this procedure include the employment of com. available starting materials and the broad scope of the reaction with a wide variety of carbonyl compounds giving moderate to excellent yields. Intriguing structural features involving O-H···O and O-H···N hydrogen bonding, as well as arene-perfluoroarene interactions, in this series of racemic polyfluoroaryl carbinols have also been addressed. Thus, e.g., pentafluorophenyl-Bpin + PhCHO → PhCH(OH)-C6F5 (92%) in presence of K2CO3 in toluene. In the part of experimental materials, we found many familiar compounds, such as 4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6Category: alcohols-buliding-blocks)

4,4,5,5-Tetramethyl-2-phenyl-1,3,2-dioxaborolane(cas: 24388-23-6) can be used as a substrate in the study of Suzuki–Miyaura coupling of various aryl iodides over SiliaCat Pd(0).Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Jin-He; Xie, Hong-Xu; Li, Yue; Wang, Kai-Ming; Song, Zhiling; Zhu, Kong-Kai; Fang, Lei; Zhang, Juan; Jiang, Cheng-Shi published their research in Bioorganic & Medicinal Chemistry Letters in 2021. The article was titled 《Design, synthesis and biological evaluation of novel (E)-2-benzylidene-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)hydrazine-1-carboxamide derivatives as α-glucosidase inhibitors》.Computed Properties of C7H6O3 The article contains the following contents:

In this present study, a series of novel I [R = 2,3-(OH)2, 3-OH, 3,4-(OH)2, etc.] against α-glucosidase were designed and synthesized, and their biol. activities were evaluated in vitro and in vivo. Most of the designed analogs exhibited better inhibitory activity than the marketed acarbose, especially the most potent compound I [R = 3,4-(OH)2] with an IC50 value of 9.26 ± 1.84μM. The direct binding of I [R = 3,4-(OH)2] and I [R = 3,5-(OH)2] with α-glucosidase was confirmed by fluorescence quenching experiments, and the kinetic and mol. docking studies revealed that I [R = 3,4-(OH)2] and I [R = 3,5-(OH)2] inhibited α-glucosidase in a non-competitive manner. Cytotoxicity bioassay indicated compounds I [R = 3,4-(OH)2] and I [R = 3,5-(OH)2] were non-toxic towards LO2 and HepG2 at 100μM. Furthermore, both compounds were demonstrated to have in vivo hypoglycemic activity by reducing the blood glucose levels in sucrose-treated rats. After reading the article, we found that the author used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Computed Properties 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.Computed Properties of C7H6O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sheng, Fangmeng; Wu, Bin; Li, Xingya; Xu, Tingting; Shehzad, Muhammad A.; Wang, Xiuxia; Ge, Liang; Wang, Huanting; Xu, Tongwen published their research in Advanced Materials (Weinheim, Germany) in 2021. The article was titled 《Efficient Ion Sieving in Covalent Organic Framework Membranes with Sub-2-Nanometer Channels》.Category: alcohols-buliding-blocks The article contains the following contents:

Membranes of sub-2-nm channels show high ion transport rates, but it remains a great challenge to design such membranes with desirable ion selectivities for ion separation applications. Here, covalent organic framework (COF) membranes with a channel size of ≈1.4 nm and abundant hydrogen bonding sites, exhibiting efficient ion sieving properties are demonstrated. The COF membranes have high monovalent cation permeation rates of 0.1-0.2 mol m-2 h-1 and extremely low multivalent cation permeabilities, leading to high monovalent over divalent ion selectivities for K+/Mg2+ of ≈765, Na+/Mg2+ of ≈680, and Li+/Mg2+ of ≈217. Exptl. measurements and theor. simulations reveal that the hydrogen bonding interaction between hydrated cations and the COF channel wall governs the high selectivity, and divalent cations transport through the channel needs to overcome higher energy barriers than monovalent cations. These findings provide an effective strategy for developing sub-2-nm sized membranes with specific interaction sites for high-efficiency ionic separation The experimental process involved the reaction of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4Category: alcohols-buliding-blocks)

2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4) is a member of phloroglucinol derivatives.Category: alcohols-buliding-blocksFor acyl phloroglucinols, it is considered the largest category of compounds among phloroglucinols of natural characteristics.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Roy, Satyajit; Das, Sandip Kumar; Khatua, Hillol; Das, Subrata; Singh, Krishna Nand; Chattopadhyay, Buddhadeb published an article in 2021. The article was titled 《Iron-Catalyzed Radical Activation Mechanism for Denitrogenative Rearrangement Over C(sp3)-H Amination》, and you may find the article in Angewandte Chemie, International Edition.COA of Formula: C13H26B2O4 The information in the text is summarized as follows:

An iron-catalyzed denitrogenative rearrangement of 1,2,3,4-tetrazole is developed over the competitive C(sp3)-H amination. This catalytic rearrangement reaction follows an unprecedented metalloradical activation mechanism. Employing the developed method, a wide number of complex-N-heterocyclic product classes have been accessed. The synthetic utility of this radical activation method is showcased with the short synthesis of a bioactive mol. Collectively, this discovery underlines the progress of radical activation strategy that should find wide application in the perspective of medicinal chem., drug discovery and natural product synthesis research. The experimental part of the paper was very detailed, including the reaction process of Bis[(pinacolato)boryl]methane(cas: 78782-17-9COA of Formula: C13H26B2O4)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. This stems from their ease of preparation combined with their ability to undergo a broad range of chemical transformations.COA of Formula: C13H26B2O4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts