M.W=250-300 Archives - Page 52 of 59 - Alcohols-buliding-blocks

Aman, Hasil’s team published research in ChemistrySelect in 2020-11-23 | 76-84-6

ChemistrySelect published new progress about Aralkyl alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Recommanded Product: Triphenylmethanol.

Aman, Hasil; Chen, Yuan-Ching; Tu, Jing-Wen; Chang, Chia-Chi; Chuang, Gary Jing published the artcile< Catalyst/Additive Free Oxidation of Benzyl Bromides to Benzaldehydes>, Recommanded Product: Triphenylmethanol, the main research area is benzyl bromide Kornblum oxidation; benzaldehyde preparation green chem.

An effective approach for the synthesis of aryl aldehydes from the corresponding benzyl bromides was accomplished. Without need of addnl. additives or stoichiometric oxidants, this environmental friendly and milder version of Kornblum oxidation simply utilized the irradiation of visible light in DMSO under O2, and was compatible with the substrate with different functional groups.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ueno, Masaharu’s team published research in European Journal of Organic Chemistry in 2019 | 76-84-6

European Journal of Organic Chemistry published new progress about Green chemistry. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Computed Properties of 76-84-6.

Ueno, Masaharu; Kusaka, Ryo; Ohmura, Satoshi D.; Miyoshi, Norikazu published the artcile< Environmentally Benign Ritter Reaction Using Bismuth Salts as a Catalyst>, Computed Properties of 76-84-6, the main research area is Ritter bismuth salt catalyst green.

The authors developed an environmentally benign Ritter reaction of alcs. with nitriles using a com. available bismuth salt as a less harmful catalyst. The detailed reaction profiles revealed that consumption of the ether byproduct as the reaction proceeded was the key for optimizing this reaction, and the yield of the target amide was improved by adding a small amount of water. This finding clearly reveals the significance of using a bismuth salt as the catalyst, as it is not deactivated in the presence of water. This catalyst system has a broad substrate scope, and even with 1 mol-% of the catalyst, the reaction progresses smoothly. It is also possible to react stoichiometric amounts of nitriles and alcs., thus reducing the amount of organic solvent required for the reaction. Furthermore, as the inexpensive bismuth catalyst can be easily removed using aqueous hydrochloric acid, a purification process that only required washing and drying without any organic solvents was successfully established.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Panda, Chakadola’s team published research in Angewandte Chemie, International Edition in 2021-12-06 | 76-84-6

Angewandte Chemie, International Edition published new progress about Activation energy. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, Product Details of C19H16O.

Panda, Chakadola; Doyle, Lorna M.; Gericke, Robert; McDonald, Aidan R. published the artcile< Rapid Iron(III)-Fluoride-Mediated Hydrogen Atom Transfer>, Product Details of C19H16O, the main research area is pyridylmethylamine iron fluoride preparation oxidant hydrogen atom transfer; crystal mol structure pyridylmethylamine iron fluoride; hydrocarbon oxidative carbon hydrogen activation kinetics pyridylmethylamine iron fluoride; biomimetic chemistry; fluoride oxidant; high-valent oxidants; nonheme iron; proton-coupled electron transfer.

Authors anticipate high-valent metal-fluoride species will be highly effective hydrogen atom transfer (HAT) oxidants because of the magnitude of the H-F bond (in the product) that drives HAT oxidation They prepared a dimeric FeIII(F)-F-FeIII(F) complex (1) by reacting [FeII(NCCH3)2(TPA)](ClO4)2 (TPA = tris(2-pyridylmethyl)amine) with difluoro(phenyl)-λ3-iodane (difluoroiodobenzene). 1 Was a sluggish oxidant, however, it was readily activated by reaction with Lewis or Broensted acids to yield a monomeric [FeIII(TPA)(F)(X)]+ complex (2) where X = F/OTf. 1 And 2 were characterized using NMR, EPR, UV/Vis, and FT-IR spectroscopies and mass spectrometry. 2 Was a remarkably reactive FeIII reagent for oxidative C-H activation, demonstrating reaction rates for hydrocarbon HAT comparable to the most reactive FeIII and FeIV oxidants.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Singh, Yashapal’s team published research in Chemistry – A European Journal in 2020 | 4064-06-6

Chemistry – A European Journal published new progress about Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (bromides). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Electric Literature of 4064-06-6.

Singh, Yashapal; Demchenko, Alexei V. published the artcile< Defining the Scope of the Acid-Catalyzed Glycosidation of Glycosyl Bromides>, Electric Literature of 4064-06-6, the main research area is acid catalyzed Koenigs Knorr glycosidation glycosyl bromide alc acceptor; catalysis; glycosylation; mechanism; oligosaccharides; stereoselectivity.

Following the recent discovery that traditional silver(I) oxide-promoted glycosidations of glycosyl bromides (Koenigs-Knorr reaction) can be greatly accelerated in the presence of catalytic TMSOTf, reported herein is a dedicated study of all major aspects of this reaction. A thorough investigation of numerous silver salts and careful refinement of the reaction conditions led to an improved mechanistic understanding. This, in turn, led to a significant reduction in the amount of silver salt required for these glycosylations. The progress of this reaction can be monitored by naked eye, and the completion of the reaction can be judged by the disappearance of characteristic dark color of Ag2O. Further evidence on higher reactivity of benzoylated α-bromides in comparison to that of their benzylated counterparts has been acquired.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Chenghua’s team published research in ChemistrySelect in 2020-09-07 | 76-84-6

ChemistrySelect published new progress about Algorithm. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, COA of Formula: C19H16O.

Zhang, Chenghua; Wu, Keliang; Huang, Long; Sun, Kenan; Zou, Yurong; Xiong, Zhihui; Li, Bingke published the artcile< Virtual Screening and Discovery of Matrix Metalloproteinase-12 Inhibitors by Swarm Intelligence Optimization Algorithm-Based Machine Learning>, COA of Formula: C19H16O, the main research area is screening MMP inhibitor swarm intelligence optimization algorithm machine learning.

Matrix metalloproteinase-12 (MMP-12) is an attractive therapeutic target for drug design and discovery for many human conditions. In this study, six swarm intelligence optimization algorithms were applied to optimize the parameters of the model generated using the LibSVM toolkit in MATLAB to identify potential MMP-12 inhibitors (MMP-12is); six types of optimized support vector machine (SVM) models were established. The highest prediction accuracy obtained was 98.89%, which was equivalent to the effect of the optimal “”RF+opt”” model. All six models passed the Y-randomization test and showed excellent performance with reliable results. Virtual screening identified 371 mols. with a predictive probability score greater than 0.9. The optimized SVM models, in addition to “”RF+opt”” and “”SVM2″” models, were combined to establish a consistency evaluation system. Our results revealed six non-toxic potential MMP-12is. This process provides a strong theor. basis for the design, synthesis, and development of novel drugs targeting MMP-12.

ChemistrySelect published new progress about Algorithm. 76-84-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C19H16O, COA of Formula: C19H16O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Li, Qiuhan’s team published research in Journal of the American Chemical Society in 2020-07-08 | 4064-06-6

Journal of the American Chemical Society published new progress about Amino acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (glycosides). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Reference of 4064-06-6.

Li, Qiuhan; Levi, Samuel M.; Jacobsen, Eric N. published the artcile< Highly Selective β-Mannosylations and β-Rhamnosylations Catalyzed by Bis-thiourea>, Reference of 4064-06-6, the main research area is selective thiourea catalyzed mannosylation rhamnosylation acetonide protective group effect.

We report highly β-selective bis-thioureas-catalyzed 1,2-cis-O-pyranosylations employing easily accessible acetonide-protected donors. A wide variety of alc. nucleophiles, including complex natural products, glycosides, and amino acids were β-mannosylated and β-rhamnosylated successfully using an operationally simple protocol under mild and neutral conditions. Less nucleophilic acceptors such as phenols were also glycosylated efficiently in excellent yields and with high β-selectivities.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zheng, Zhitong’s team published research in Carbohydrate Research in 2019-01-01 | 4064-06-6

Carbohydrate Research published new progress about Glucosylation catalysts (stereoselective). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Category: alcohols-buliding-blocks.

Zheng, Zhitong; Zhang, Liming published the artcile< Gold-catalyzed synthesis of α-D-glucosides using an o-ethynylphenyl β-D-1-thioglucoside donor>, Category: alcohols-buliding-blocks, the main research area is glucoside stereoselective synthesis gold catalyzed glycosylation ethynylphenyl thioglucoside donor; 1,2-cis glycosidic bond; Glucosylation; Gold catalysis; S(N)2 pathway; o-ethynylphenyl β-D-1-thioglucoside.

A gold-catalyzed glucosylation method using an o-ethynylphenyl β-D-1-thioglucoside as donor is described. The reaction proceeds in a mostly SN2 pathway. A series of α-D-glucosides are obtained in good yields and with up to 19:1 α-selectivity.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Cheng’s team published research in ACS Catalysis in 2019-03-01 | 4064-06-6

ACS Catalysis published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (diazo esters). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Category: alcohols-buliding-blocks.

Zhang, Cheng; Li, Hongli; Pei, Chao; Qiu, Lihua; Hu, Wenhao; Bao, Xiaoguang; Xu, Xinfang published the artcile< Selective Vinylogous Reactivity of Carbene Intermediate in Gold-Catalyzed Alkyne Carbocyclization: Synthesis of Indenols>, Category: alcohols-buliding-blocks, the main research area is diazo alkyne nucleophile gold catalyst regioselective regioselective carbocyclization DFT; indenol preparation.

A gold-catalyzed carbocyclization of alkynes with a pendant diazo group that is completed by reaction with a protic nucleophile for the synthesis of indenol derivatives with a tertiary center is described. Mechanistic studies and DFT calculations indicate that the transformation is initiated by a gold-promoted 5-endo-dig carbocyclization to form the key intermediate vinyl gold carbene, which is intercepted by an unprecedented vinylogous addition and followed by external protic nucleophile-assisted protodeauration. Furthermore, in this catalytic alkyne transformation, various nucleophiles, including water, com. available 1°, 2°, and 3° alcs., menthol, D-galactose, cholesterol, steroid, etc., all perform well under these mild conditions to produce the corresponding indenol derivatives in high yields with structural diversity.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dang, Huiping’s team published research in Journal of Colloid and Interface Science in 2022-04-15 | 4064-06-6

Journal of Colloid and Interface Science published new progress about Cytotoxicity. 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, Computed Properties of 4064-06-6.

Dang, Huiping; Tian, Youliang; Cheng, Quan; Teng, Changchang; Xie, Kai; Yan, Lifeng published the artcile< Galactose conjugated boron dipyrromethene and hydrogen bonding promoted J-aggregates for efficiently targeted NIR-II fluorescence assistant photothermal therapy>, Computed Properties of 4064-06-6, the main research area is galactose conjugated boron dipyrromethene hydrogen bond fluorecence tumor imaging; 4, 4-difluoro-4-bora-3a, 4a-diazas-indacene (BODIPY); Galactose conjugated; Imaging-guided; NIR-II fluorescence; Photothermal therapy.

It is essential to develop novel multifunctional and easily synthesized stable NIR-II fluorescent probes to guide photothermal therapy for tumors. Here, we propose a new strategy to construct boron dipyrromethene (BODIPY) J-aggregates by intermol. hydrogen bonding (H-bond) and π-π stacking interactions to achieve fluorescence emission in the second near-IR window (NIR-II, 1000-1700 nm). A novel meso-benzamide galactose hexanoate-BODIPY (Gal-OH-BDP) amphiphilic small mol. dye was synthesized and it formed nanoparticles spontaneously in aqueous solution with a maximum emission wavelength near 1060 nm, which works as a smart nanomedicine for targeting NIR-II imaging-guided photothermal therapy (PTT) of hepatocellular carcinoma. Galactose not only provided hydrogen bonds to regulate the aggregation pattern of the mols. but also effectively targeted hepatocellular carcinoma cells and promoted the formation of well-dispersed nanoparticles of dye mols. due to their hydrophilicity. Moreover, due to high photothermal conversion efficiency (PCE = 55%), Gal-OH-BDP NPs achieve galactose-targeted NIR-II imaging and PTT, which is important for the precise diagnosis and treatment of tumors (Scheme 1). In the present research work, H-bond was introduced for the first time into BODIPY for building J-aggregates to achieve the NIR-II fluorescence.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Komura, Naoko’s team published research in Science (Washington, DC, United States) in 2019-05-17 | 4064-06-6

Science (Washington, DC, United States) published new progress about Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, COA of Formula: C12H20O6.

Komura, Naoko; Kato, Keiichi; Udagawa, Taro; Asano, Sachi; Tanaka, Hide-Nori; Imamura, Akihiro; Ishida, Hideharu; Kiso, Makoto; Ando, Hiromune published the artcile< Constrained sialic acid donors enable selective synthesis of α-glycosides>, COA of Formula: C12H20O6, the main research area is sialic acid synthesis glycoside stereoselective glycosylation sialooligosaccharide.

Sialic acid is a sugar residue present in many biol. significant glycans of mammals, commonly as a terminal α-glycoside. The chem. structure of sialic acid, which features an anomeric center with carboxyl and methylene substituents, poses a challenge for synthesis of the α-glycoside, thus impeding biol. and therapeutic studies on sialic acid-containing glycans. We present a robust method for the selective α-glycosylation of sialic acid using macro-bicyclized sialic acid donors as synthetic equivalent of structurally constrained oxocarbenium ions to impart stereoselectivity. We demonstrate the power of our method by showcasing broad substrate scope and applicability in the preparation of diverse sialic acid-containing architectures.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts