Month: October 2022

Wang, Jiao; Fan, Xiuju; Feng, Xiao; Li, Yueming published an article on February 28 ,1993. The article was titled 《Studies on enantioselective effect of chiral titanate reagents on the synthesis of substituted benzhydrols》, and you may find the article in Chemical Research in Chinese Universities.Recommanded Product: 63012-03-3 The information in the text is summarized as follows:

Chiral titanate reagents were prepared for use in the asym. synthesis of substituted benzhydrols from Grignard reagents and aldehydes. The solvents, reaction temperature, and exchange of reactants by crossing experiments were investigated. Favored attack of the nucleophile upon the prochiral face of the aromatic aldehyde is proposed, the absolute configurations of the resulting benzhydrols are suggested, and a preliminary reaction mechanism is described. Thus, PhMgBr reacted with 3-ClC6H4CHO in Et2O in the presence of the (+)-tartarate-titanate I to give (-)-(R)-PhCH(OH)C6H4Cl-3 in 34% enantiomeric excess, in contrast, similar reaction of 3-ClC6H4MgBr with PhCHO in the presence of (+)-I gave (+)-(S)-PhCH(OH)C6H4Cl-3 in 73% enantiomeric excess. In addition to this study using (3-Chlorophenyl)(phenyl)methanol, there are many other studies that have used (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Recommanded Product: 63012-03-3) was used in this study.

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) 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.Recommanded Product: 63012-03-3 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

Zhou, Xukai; Xu, Yan; Dong, Guangbin published their research in Journal of the American Chemical Society on December 8 ,2021. The article was titled 《Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones》.Safety 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 The article contains the following contents:

The dehydroacylation of ketones to olefins was realized under mild conditions, which exhibited a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N’-methylpicolinohydrazonamide (MPHA) reagent was key to enable efficient cleavage of ketone C-C bonds at room temperature Diverse alkyl- and aryl-substituted olefins, dienes and special alkenes were generated with broad functional group tolerance. Strategic applications of this method were also demonstrated. In the part of experimental materials, we found many familiar compounds, such as ((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: 20880-92-6Safety 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)

((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.Safety 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

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2016,Kinzel, Olaf; Steeneck, Christoph; Schlueter, Thomas; Schulz, Andreas; Gege, Christian; Hahn, Ulrike; Hambruch, Eva; Hornberger, Martin; Spalwisz, Adriana; Frick, Katharina; Perovic-Ottstadt, Sanja; Deuschle, Ulrich; Burnet, Michael; Kremoser, Claus published 《Novel substituted isoxazole FXR agonists with cyclopropyl, hydroxycyclobutyl and hydroxyazetidinyl linkers: Understanding and improving key determinants of pharmacological properties》.Bioorganic & Medicinal Chemistry Letters published the findings.COA of Formula: C3H8ClNO The information in the text is summarized as follows:

Several isoxazole-containing series of FXR agonists have been published over the last 15 years, subsequent to the prototypical amphiphilic ‘hammerhead’-type structure that was originally laid out by GW4064, the first potent synthetic FXR agonist. A set of novel compounds where the hammerhead is connected to the terminal carboxylic acid-bearing aryl or heteroaryl moiety by either a cyclopropyl, a hydroxycyclobutyl or a hydroxyazetidinyl linker was synthesized in order to improve upon the ADME properties of such isoxazoles. The resulting compounds all demonstrated high potencies at the target receptor FXR but with considerable differences in their physicochem. and in vivo profiles. The structure-activity relationships for key chem. features that have a major impact on the in vivo pharmacol. of this series are discussed. The experimental part of the paper was very detailed, including the reaction process of Azetidin-3-ol hydrochloride(cas: 18621-18-6COA of Formula: 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.COA of 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 2017,Fei, Zhuping; Han, Yang; Gann, Eliot; Hodsden, Thomas; Chesman, Anthony S. R.; McNeill, Christopher R.; Anthopoulos, Thomas D.; Heeney, Martin published 《Alkylated Selenophene-Based Ladder-Type Monomers via a Facile Route for High-Performance Thin-Film Transistor Applications》.Journal of the American Chemical Society published the findings.Name: Bis[(pinacolato)boryl]methane The information in the text is summarized as follows:

We report the synthesis of two new selenophene-containing ladder-type monomers, cyclopentadiselenophene (CPDS) and indacenodiselenophene (IDSe), via a 2-fold and 4-fold Pd-catalyzed coupling with a 1,1-diborylmethane derivative Copolymers with benzothiadiazole were prepared in high yield by Suzuki polymerization to afford materials which exhibited excellent solubility in a range of nonchlorinated solvents. The CPDS copolymer exhibited a band gap of just 1.18 eV, which is among the lowest reported for donor-acceptor polymers. Thin-film transistors were fabricated using environmentally benign, nonchlorinated solvents, with the CPDS and IDSe copolymers exhibiting hole mobility up to 0.15 and 6.4 cm2 V-1 s-1, resp. This high performance was achieved without the undesirable peak in mobility often observed at low gate voltages due to parasitic contact resistance. The results came from multiple reactions, including the reaction of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Name: Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Name: Bis[(pinacolato)boryl]methane 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.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2018,Zhao, Yuqiong; Lu, Yihuan; Li, Ridong; He, Jianan; Zhang, Han; Wang, Xin; Ge, Zemei; Li, Runtao published 《Discovery and optimization of 2-thio-5-amino substituted benzoquinones as potent anticancer agents》.European Journal of Medicinal Chemistry published the findings.Electric Literature of C6H13NO The information in the text is summarized as follows:

Based on our discovered novel lead compound 1 through phenotypic drug discovery (PDD) approaches, systematic structural optimization was performed. A series of 2-allylthio-5-amino substituted benzoquinones were synthesized and evaluated for their in-vitro anticancer activities against human prostate cancer cell line PC3. The compound I was found inhibit the growth of PC3 with an IC50 of 0.22 μM, which is over 20-fold improvement compared to lead compound II. It is noteworthy that compound I also showed potent anti-proliferation activity toward a panel of cancer cells with relatively less cytotoxicity to nonmalignant cell, as well as good water solubility In the part of experimental materials, we found many familiar compounds, such as trans-4-Aminocyclohexanol(cas: 27489-62-9Electric Literature of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Electric Literature of C6H13NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Journal of the American Chemical Society included an article by Kang, Zhenghui; Wang, Yongheng; Zhang, Dan; Wu, Ruibo; Xu, Xinfang; Hu, Wenhao. Safety of (4-Bromophenyl)methanol. The article was titled 《Asymmetric Counter-Anion-Directed Aminomethylation: Synthesis of Chiral β-Amino Acids via Trapping of an Enol Intermediate》. The information in the text is summarized as follows:

In the presence of allylpalladium chloride dimer and a penta-(-)-menthyl cyclopentadienepentacarboxylate, diazo esters such as PhC(:N2)CO2Me underwent enantioselective three-component aminomethylation reactions with alcs. such as benzyl alc. and (methoxymethyl)amines such as MeOCH2NBn2 (Bn = PhCH2) to yield nonracemic α-alkoxy-β-amino esters such as I. The mechanism of the reaction was studied using in-situ generated intermediates and DFT calculations; the reaction likely occurs by stereoselective trapping of an in situ-generated enol with an iminium ion through hydrogen bonding and electrostatic interactions with a nonracemic pentacarboxycyclopentadiene anion. After reading the article, we found that the author used (4-Bromophenyl)methanol(cas: 873-75-6Safety 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.Safety 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

In 2019,European Journal of Medicinal Chemistry included an article by Selka, Ayyoub; Doiron, Jeremie A.; Lyons, Pierre; Dastous, Sonia; Chiasson, Alison; Cormier, Marc; Turcotte, Sandra; Surette, Marc E.; Touaibia, Mohamed. Related Products of 26153-38-8. The article was titled 《Discovery of a novel 2,5-dihydroxycinnamic acid-based 5-lipoxygenase inhibitor that induces apoptosis and may impair autophagic flux in RCC4 renal cancer cells》. The information in the text is summarized as follows:

The inhibition of 5-lipoxygenase (5-LO), the key enzyme for the biosynthesis of leukotrienes (LTs), has generated increasing enthusiasm as anti-inflammatory and antitumor strategies in recent years. Based on our previous studies, we synthesized a series of dihydroxycinnamic acid-based analogs that might be 5-LO inhibitors. LTs biosynthesis inhibition in HEK293 cells and polymorphonuclear leukocytes (PMNL) was measured and antitumor activities were investigated in Renal Cell Carcinoma (RCC). Results showed that the 2,5-dihydroxycinnamic acid phenethyl ester (10b) was the best 5-LO inhibitor and was 7-fold more potent than Zileuton (1), the only clin. approved 5-LO inhibitor. 2,5-Dihydroxy substitution was more favorable to 5-LO inhibition since compound 10b is twice as active as CAPE (2) which is a 3,4-dihydroxylcinnamic acid ester. Meanwhile, 10b reduced the cell viability of renal cancer cells and was more selective toward RCC4 and 786.0 cells which are deficient for the Von Hippel-Lindau (VHL) tumor suppressor gene. As to the underlying cell-death mechanisms, 10b induced apoptosis in VHL-deficient RCC4 cells. Also, increases in LC3B and p62 expression suggest a blockage of the autophagic flux in RCC in response to 10b. In the experimental materials used by the author, we found 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Related Products of 26153-38-8)

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.Related Products of 26153-38-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Journal of the American Chemical Society included an article by Jeong, Kihun; Park, Sodam; Jung, Gwan Yeong; Kim, Su Hwan; Lee, Yong-Hyeok; Kwak, Sang Kyu; Lee, Sang-Young. Category: alcohols-buliding-blocks. The article was titled 《Solvent-Free, Single Lithium-Ion Conducting Covalent Organic Frameworks》. The information in the text is summarized as follows:

Porous crystalline materials such as covalent organic frameworks and metal-organic frameworks have garnered considerable attention as promising ion conducting media. However, most of them addnl. incorporate lithium salts and/or solvents inside the pores of frameworks, thus failing to realize solid-state single lithium-ion conduction behavior. Herein, we demonstrate a lithium sulfonated covalent organic framework (denoted as TpPa-SO3Li) as a new class of solvent-free, single lithium-ion conductors. Benefiting from well-designed directional ion channels, a high number d. of lithium-ions, and covalently tethered anion groups, TpPa-SO3Li exhibits an ionic conductivity of 2.7 × 10-5 S cm-1 with a lithium-ion transference number of 0.9 at room temperature and an activation energy of 0.18 eV without addnl. incorporating lithium salts and organic solvents. Such unusual ion transport phenomena of TpPa-SO3Li allow reversible and stable lithium plating/stripping on lithium metal electrodes, demonstrating its potential use for lithium metal electrodes. The experimental part of the paper was very detailed, including the reaction process 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

In 2019,Journal of the American Chemical Society included an article by Zhong, Wanfu; Sa, Rongjian; Li, Liuyi; He, Yajun; Li, Lingyun; Bi, Jinhong; Zhuang, Zanyong; Yu, Yan; Zou, Zhigang. Product Details of 34374-88-4. The article was titled 《A Covalent Organic Framework Bearing Single Ni Sites as a Synergistic Photocatalyst for Selective Photoreduction of CO2 to CO》. The information in the text is summarized as follows:

Photocatalytic reduction of CO2 into energy-rich carbon compounds has attracted increasing attention. However, it is still a challenge to selectively and effectively convert CO2 to a desirable reaction product. Herein, we report a design of a synergistic photocatalyst for selective reduction of CO2 to CO by using a covalent organic framework bearing single Ni sites (Ni-TpBpy), in which electrons transfer from photosensitizer to Ni sites for CO production by the activated CO2 reduction under visible-light irradiation Ni-TpBpy exhibits an excellent activity, giving a 4057μmol g-1 of CO in a 5 h reaction with a 96% selectivity over H2 evolution. More importantly, when the CO2 partial pressure was reduced to 0.1 atm, 76% selectivity for CO production is still obtained. Theor. calculations and exptl. results suggest that the promising catalytic activity and selectivity are ascribed to synergistic effects of single Ni catalytic sites and TpBpy, in which the TpBpy not only serves as a host for CO2 mols. and Ni catalytic sites but also facilitates the activation of CO2 and inhibits the competitive H2 evolution. The experimental part of the paper was very detailed, including the reaction process of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4Product Details of 34374-88-4)

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

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Angewandte Chemie, International Edition included an article by Wang, Li-Ke; Zhou, Jing-Jing; Lan, Yu-Bao; Ding, San-Yuan; Yu, Wei; Wang, Wei. Category: alcohols-buliding-blocks. The article was titled 《Divergent Synthesis of Chiral Covalent Organic Frameworks》. The information in the text is summarized as follows:

Featuring the simultaneous generation of a library of compounds from a certain intermediate, divergent synthesis has found increasing applications in the construction of natural products and potential medicines. Inspired by this approach, presented herein is a general strategy to introduce functionality, in a divergent manner, into covalent organic frameworks (COFs). This modular protocol includes two stages of covalent assembly, through which functional COFs can be constructed by a three-step transformation of a key platform mol., such as 4,7-dibromo-2-chloro-1H-benzo[d]imidazole (DBCBI). Constructed herein are four types of chiral COFs (CCOFs) from DBCBI by nucleophilic substitution, Suzuki coupling, and imine formation. The unique array of eight isoframework CCOFs allowed investigation of their catalytic performance and structure-activity relationship in an asym. amination reaction.(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Category: alcohols-buliding-blocks) was used in this study.

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts