Month: December 2022

Gao, Peng published the artcileIBX-Promoted Oxidative Cyclization of N-Hydroxyalkyl Enamines: A Metal-Free Approach toward 2,3-Disubstituted Pyrroles and Pyridines, HPLC of Formula: 96-20-8, the publication is Journal of Organic Chemistry (2020), 85(12), 7939-7951, database is CAplus and MEDLINE.

An iodoxybenzoic acid-mediated selected oxidative cyclization of N-hydroxyalkyl enamines was developed. Through this strategy, a variety of 2,3-disubstituted pyrroles and pyridines were produced in good selectivity involving oxidation of alc., followed by condensation of aldehyde and α-C of enamines. Furthermore, this metal-free method has several advantages, including the use of environmentally friendly reagents, broad substrate scope, mild reaction conditions, and high efficiency.

Journal of Organic Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, HPLC of Formula: 96-20-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhang, Jinping published the artcileBase-assisted activation of phenols in TiO₂ surface complex under visible light irradiation, Category: alcohols-buliding-blocks, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (2022), 114005, database is CAplus.

Surface charge-transfer complex formed by TiO₂ and phenols has showed a great potential in visible-light photocatalysis. However, back electron transfer limits the charge transfer efficiency and the activation of phenols in surface complex. Herein, we disclosed the efficient activation of phenols in surface complex by introducing the base. Both homocoupling reactions and butylated hydroxytoluene-trapped experiments clearly demonstrated the generation of phenolic radicals from various lignin-derived substrates. The addition of base caused the blue-shifted absorption of surface complex, while increased the visible light-induced electron excitation from substrate to TiO₂. Vibrational spectra suggested that the interaction between phenolate and TiO₂ was stronger than the interaction between neutral phenol and TiO₂. This base-triggered strategy may be conducive to useful transformations or degradation of phenols via surface complex.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H5FO2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wang, Tianzhang published the artcileIntermolecular Multiple Dehydrogenative Cross-Couplings of Ketones with Boronic Acids and Amines via Copper Catalysis, Formula: C10H13NO2, the publication is Advanced Synthesis & Catalysis (2019), 361(16), 3886-3892, database is CAplus.

An intermol. multiple dehydrogenative coupling between ketones RC(O)CH₂CH₃ (R = Ph, thiophen-2-yl, (E)-2-phenylethenyl, etc.), cyclohexanone and nucleophilic amines NHR¹R² [R¹ = H; R² = Ph, pyridin-2-yl, morpholin-4-yl, etc.; R¹R² = (C₂)₂O(C₂)₂, (C₂)₅] or boronic acids ArB(OH)₂ (Ar = Ph, furan-2-yl, anthracen-9-yl, etc.) using inexpensive copper(I) oxide as a catalyst was reported. This method provides a facile access to highly desirable chem. products such as α,β-unsaturated ketones (E)-RC(O)CH=CHAr, enaminones (E)-RC(O)CH=CHNR¹R², and synthetically relevant meta-substituted phenols R³C₆H₄OH (R³ = phenylaminyl, morpholin-4-yl, Ph, etc.).

Advanced Synthesis & Catalysis published new progress about 27292-49-5. 27292-49-5 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Benzene,Phenol, name is 3-Morpholinophenol, and the molecular formula is C9H12BNO4S, Formula: C10H13NO2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Brown, Herbert C. published the artcileMarkovnikov hydroboration of perfluoroalkylethylenes, Recommanded Product: 3,3,3-Trifluoropropan-1-ol, the publication is Angewandte Chemie, International Edition (1999), 38(13/14), 2052-2054, database is CAplus and MEDLINE.

Hydroboratation of (perfluoroalkyl)ethenes using dichloroborane and dibromoborane gave products with unprecedented Markovnikov regioselectivity. Thus, hydroboration of 3,3,3-trifluoro-1-propene gave 1,1,1-trifluoro-2-propanol.

Angewandte Chemie, International Edition published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Recommanded Product: 3,3,3-Trifluoropropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yu, Chao-Wu published the artcileEfficient Microwave-Assisted Pd-Catalyzed Hydroxylation of Aryl Chlorides in the Presence of Carbonate, Recommanded Product: 4-(1H-Pyrrol-1-yl)phenol, the publication is Organic Letters (2012), 14(14), 3688-3691, database is CAplus and MEDLINE.

An efficient microwave-assisted, palladium-catalyzed hydroxylation of aryl chlorides in the presence of a weak base carbonate was developed, which rapidly converts aryl and heteroaryl chlorides to phenols, and can be used when the aryl chloride is functionalized with a ketone, aldehyde, ester, nitrile, or amide.

Organic Letters published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C12H14O2, Recommanded Product: 4-(1H-Pyrrol-1-yl)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Guo, Ge published the artcileCatalytic depolymerization of Kraft lignin towards liquid fuels over bifunctional molybdenum oxide based supported catalyst, Formula: C9H12O, the publication is Fuel (2021), 121599, database is CAplus.

Catalytic depolymerization of Kraft lignin towards valuable liquid fuels and monomeric phenols has been a significant and extremely attractive target, but it remains a great challenge. Herein, we report a catalytic system consisted of bifunctional molybdenum oxide based supported catalyst for catalytic lignin hydroconversion into alkylated benzenes and phenols. In the meantime, the achieved yield of liquid product was 95% and petroleum ether extracted product was 65% at 300°C for 12 h over 20%MoO_x/ZIF-8@ZIF-67 catalyst. The calorific value was increased from 25.66 MJ/ Kg to 34.31 MJ/Kg. The characterization studies show the incorporation of MoOx species leads to the synergy between redox sites and acid sites. The product anal. and catalytic studies demonstrate its synergism to promote catalytic cleavage of C-O linkages via the coupled hydrodeoxygenation and alkylation reaction. The reasonable catalytic mechanism and redox cycle route of catalyst indicate that the cooperative catalytic system paves the way for high-efficiency waste lignin utilization.

Fuel published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H12O, Formula: C9H12O.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Pei, Zhonghua published the artcileExploration of Pyrrolobenzodiazepine (PBD)-Dimers Containing Disulfide-Based Prodrugs as Payloads for Antibody-Drug Conjugates, Quality Control of 73303-88-5, the publication is Molecular Pharmaceutics (2018), 15(9), 3979-3996, database is CAplus and MEDLINE.

A number of cytotoxic pyrrolobenzodiazepine (PBD) monomers containing various disulfide-based prodrugs were evaluated for their ability to undergo activation (disulfide cleavage) in vitro in the presence of either glutathione (GSH) or cysteine (Cys). A good correlation was observed between in vitro GSH stability and in vitro cytotoxicity toward tumor cell lines. The prodrug-containing compounds were typically more potent against cells with relatively high intracellular GSH levels (e.g., KPL-4 cells). Several antibody-drug conjugates (ADCs) were subsequently constructed from PBD dimers that incorporated selected disulfide-based prodrugs. Such HER2 conjugates exhibited potent antiproliferation activity against KPL-4 cells in vitro in an antigen-dependent manner. However, the disulfide prodrugs contained in the majority of such entities were surprisingly unstable toward whole blood from various species. One HER2-targeting conjugate that contained a thiophenol-derived disulfide prodrug was an exception to this stability trend. It exhibited potent activity in a KPL-4 in vivo efficacy model that was approx. three-fold weaker than that displayed by the corresponding parent ADC. The same prodrug-containing conjugate demonstrated a three-fold improvement in mouse tolerability properties in vivo relative to the parent ADC, which did not contain the prodrug.

Molecular Pharmaceutics published new progress about 73303-88-5. 73303-88-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Alcohol, name is 2-Methyl-2-sulfanylpropan-1-ol, and the molecular formula is C4H10OS, Quality Control of 73303-88-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tsai, Yan-Ting published the artcileSelective C_α Alcohol Oxidation of Lignin Substrates Featuring a β-O-4 Linkage by a Dinuclear Oxovanadium Catalyst via Two-Electron Redox Processes, SDS of cas: 70110-65-5, the publication is European Journal of Inorganic Chemistry (2019), 2019(43), 4637-4646, database is CAplus.

Developing highly efficient catalyst systems to transform lignin biomass into value-added chem. feedstocks is imperative for using lignin as renewable alternatives to fossil fuels. Recently, the pre-activated strategy involving the selective oxidation of C_α alc. of lignin substrates containing (β-O-4) linkage mode significantly increases the depolymerization efficiency of native aspen lignin from 10-20 to 60 weight-%. the authors reported the synthesis of a dinuclear oxovanadium complex 2 that is capable of selectively oxidizing the C_α alc. (80-100% selectivity) of various dimeric lignin substrates under a mild condition. Further study of catalytic mechanism revealed that two V=O motifs of complex 2 could serve as proton abstraction sites for both C_α and C_γ alc. of dimeric lignin substrates, resp. The dinuclear vanadium intermediate 4 demonstrates the ability to uptake two electrons resulting from the oxidation of C_α alc. and yields two corresponding mononuclear V^IV intermediate 5. The mononuclear V^IV intermediate 5 exhibits a characteristic 8-line EPR spectrum and possesses one unpaired electron determined by the Evans method. The established structure-reactivity relations will be able to shed light on the future directions for rational design of highly efficient catalysts for selective oxidation of lignin biomass.

European Journal of Inorganic Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C10H8N4, SDS of cas: 70110-65-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hecht, Stephen S. published the artcileA study of chemical carcinogenesis. II. Synthesis of N-nitrosamino aldehydes, HPLC of Formula: 4543-95-7, the publication is Tetrahedron Letters (1976), 593-6, database is CAplus.

The alcs. RNHCHR1(CH2)3OH (I; R = Pr, Me, PhCH2, R1 = H) were prepared from Cl(CH2)4OH and the corresponding amine; I (R = Me, R1 = 3-pyridyl) was prepared by condensation of Et nicotinate with butyrolactone to give dihydro-3-(3-pyridoyl)-2-(3H)-furanone, which was successively hydrolyzed, decarboxylated, and treated with NaBH3CN and MeNH2. Nitrosation of I with NaNO2 gave RN(N:O)CHR1(CH2)3OH which was oxidized with dicyclohexylcarbodiimide in DMSO to give RN(N:O)CHR1(CH2)2CHO. The aldehydes were mixtures of Z- and E-isomers.

Tetrahedron Letters published new progress about 4543-95-7. 4543-95-7 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 4-(Butylamino)butan-1-ol, and the molecular formula is C8H19NO, HPLC of Formula: 4543-95-7.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Hu, Le-Le published the artcilePredicting biological functions of compounds based on chemical-chemical interactions, Name: (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, the publication is PLoS One (2011), 6(12), e29491, database is CAplus and MEDLINE.

Given a compound, how can we effectively predict its biol. function. It is a fundamentally important problem because the information thus obtained may benefit the understanding of many basic biol. processes and provide useful clues for drug design. In this study, based on the information of chem.-chem. interactions, a novel method was developed that can be used to identify which of the following eleven metabolic pathway classes a query compound may be involved with: (1) Carbohydrate Metabolism, (2) Energy Metabolism, (3) Lipid Metabolism, (4) Nucleotide Metabolism, (5) Amino Acid Metabolism, (6) Metabolism of Other Amino Acids, (7) Glycan Biosynthesis and Metabolism, (8) Metabolism of Cofactors and Vitamins, (9) Metabolism of Terpenoids and Polyketides, (10) Biosynthesis of Other Secondary Metabolites, (11) Xenobiotics Biodegradation and Metabolism It was observed that the overall success rate obtained by the method via the 5-fold cross-validation test on a benchmark dataset consisting of 3,137 compounds was 77.97%, which is much higher than 10.45%, the corresponding success rate obtained by the random guesses. Besides, to deal with the situation that some compounds may be involved with more than one metabolic pathway class, the method presented here is featured by the capacity able to provide a series of potential metabolic pathway classes ranked according to the descending order of their likelihood for each of the query compounds concerned. Furthermore, our method was also applied to predict 5,549 compounds whose metabolic pathway classes are unknown. Interestingly, the results thus obtained are quite consistent with the deductions from the reports by other investigators. It is anticipated that, with the continuous increase of the chem.-chem. interaction data, the current method will be further enhanced in its power and accuracy, so as to become a useful complementary vehicle in annotating uncharacterized compounds for their biol. functions. A dissertation.

PLoS One published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C6H10O7, Name: (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts