Tetrahydrofurans| Page 166 of 701 | Heterocyclic Building Blocks-Tetrahydrofuran

Kumar, Abhinav’s team published research in ACS Applied Energy Materials in 2020-10-26 | 97-99-4

ACS Applied Energy Materialspublished new progress about Activation energy. 97-99-4 belongs to class tetrahydrofurans, and the molecular formula is C5H10O2, SDS of cas: 97-99-4.

Kumar, Abhinav; Srivastava, Rajendra published the artcile< Pd-Decorated Magnetic Spinels for Selective Catalytic Reduction of Furfural: Interplay of a Framework-Substituted Transition Metal and Solvent in Selective Reduction>, SDS of cas: 97-99-4, the main research area is selective reduction furfural palladium magnetic spinel.

The reduction of functional platform chems., such as furfural, to industrially important chems. and fuel requires precise modulation of surface reactivity of the catalyst to obtain the desired reactivity and selectivity. In this study, the selective reduction of furfural (FAL) to furfuryl alc. (FOL) and tetrahydrofurfuryl alc. (THFA) is achieved by the transition metal interplay in the framework structure of magnetic spinels Fe3O4 and by modulating the reaction medium. Herein, FAL is selectively and quant. reduced to FOL in water at very mild reaction conditions over Pd-decorated CuFe2O4, whereas FAL is selectively converted to THFA in hexane at mild reaction conditions over Pd-decorated NiFe2O4, using H2 as an economical reducing agent. The Pd loading, reaction temperature, H2 pressure, and reaction time are minimized to obtain the best selectivity toward THFA. Different modes of FAL adsorption occur on CuFe2O4 and NiFe2O4 surfaces. Dissociative adsorption of H2 occurs on Pd sites to form Pd-H species, followed by transfer hydrogenation from Pd-H to FAL adsorbed on spinels, leading to the formation of FOL or THFA. Efficient magnetic recyclability and the hot filtration test show that the catalyst exhibits no significant loss in the activity even after five recycles. Catalysts exhibit very high activity, selectivity, and low activation energy, which are very attractive for academic and industrial points of view.

ACS Applied Energy Materialspublished new progress about Activation energy. 97-99-4 belongs to class tetrahydrofurans, and the molecular formula is C5H10O2, SDS of cas: 97-99-4.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Li, Pengfei’s team published research in Separation and Purification Technology in 2022-01-01 | 4415-87-6

Separation and Purification Technologypublished new progress about Contact angle. 4415-87-6 belongs to class tetrahydrofurans, and the molecular formula is C8H4O6, Recommanded Product: Cyclobuta[1,2-c:3,4-c’]difuran-1,3,4,6(3aH,3bH,6aH,6bH)-tetraone.

Li, Pengfei; Lan, Hongling; Chen, Kuo; Ma, Xiupeng; Wei, Bingxin; Wang, Ming; Li, Peng; Hou, Yingfei; Jason Niu, Q. published the artcile< Novel high-flux positively charged aliphatic polyamide nanofiltration membrane for selective removal of heavy metals>, Recommanded Product: Cyclobuta[1,2-c:3,4-c’]difuran-1,3,4,6(3aH,3bH,6aH,6bH)-tetraone, the main research area is aliphatic polyamide nanofiltration membrane heavy metal removal separation.

The toxic heavy metals produced by the discharge of industrial wastewater pose a serious threat to the ecol. environment and human health. Nanofiltration (NF) membrane separation technol. is widely used in fields such as water softening, heavy metal removal and dye separation due to its environmental friendliness and low cost. Herein, a novel pos. charged aliphatic polyamide NF membrane (PEI-BTC) has been developed by using 1,2,3,4-cyclobutane tetracarboxylic acid chloride (BTC) monomer bearing a stereoscopic structure which undergoes classic interfacial polymerization (IP) with polyethyleneimine (PEI) on the Polyether sulfone (PES) support membrane. The physicochem. properties revealed that the PEI-BTC membrane had a larger mean effective pore size (0.285 nm), a thinner separation layer (40 nm) and a stronger pos. charged membrane surface (IEP = 7.25) than the traditional PEI-TMC membrane. Compared with previously reported PEI-based and com. NF membranes, the optimized PEI-BTC membrane exhibits a higher MgCl2 (2000 ppm) rejection of 97.53% and pure water flux of 156.85 kg·m-2·h-1 at 1.0 MPa. Moreover, the prepared PEI-BTC NF membrane shows excellent toxic heavy metal (1000 ppm) removal efficiency in the order of Mn (98.78%) > Zn (98.32%) > Ni (97.74%) > Cu (95.67%) > Cd (90.49%). The results demonstrate that the prepared pos. charged aliphatic polyamide NF membrane (PEI-BTC) has a unique industrial production potential for water softening and heavy metal removal.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Ahn, Woo-Chan’s team published research in Nature Chemical Biology in 2019-06-30 | 58-97-9

Nature Chemical Biologypublished new progress about Enzyme functional sites, active. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Application of C9H13N2O9P.

Ahn, Woo-Chan; Aroli, Shashanka; Kim, Jin-Hahn; Moon, Jeong Hee; Lee, Ga Seal; Lee, Min-Ho; Sang, Pau Biak; Oh, Byung-Ha; Varshney, Umesh; Woo, Eui-Jeon published the artcile< Covalent binding of uracil DNA glycosylase UdgX to abasic DNA upon uracil excision>, Application of C9H13N2O9P, the main research area is covalent binding uracil DNA glycosylase udgx abasic upon excision.

Uracil DNA glycosylases (UDGs) are important DNA repair enzymes that excise uracil from DNA, yielding an abasic site. Recently, UdgX, an unconventional UDG with extremely tight binding to DNA containing uracil, was discovered. The structure of UdgX from Mycobacterium smegmatis in complex with DNA shows an overall similarity to that of family 4 UDGs except for a protruding loop at the entrance of the uracil-binding pocket. Surprisingly, H109 in the loop was found to make a covalent bond to the abasic site to form a stable intermediate, while the excised uracil remained in the pocket of the active site. H109 functions as a nucleophile to attack the oxocarbenium ion, substituting for the catalytic water mol. found in other UDGs. To our knowledge, this change from a catalytic water attack to a direct nucleophilic attack by the histidine residue is unprecedented. UdgX utilizes a unique mechanism of protecting cytotoxic abasic sites from exposure to the cellular environment.

Nature Chemical Biologypublished new progress about Enzyme functional sites, active. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Application of C9H13N2O9P.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Bonin, Jeffrey P’s team published research in Biophysical Journal in 2019-09-17 | 58-97-9

Biophysical Journalpublished new progress about Enzyme functional sites, active. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Reference of 58-97-9.

Bonin, Jeffrey P.; Sapienza, Paul J.; Wilkerson, Emily; Goldfarb, Dennis; Wang, Li; Herring, Laura; Chen, Xian; Major, Michael B.; Lee, Andrew L. published the artcile< Positive Cooperativity in Substrate Binding by Human Thymidylate Synthase>, Reference of 58-97-9, the main research area is pos cooperativity substrate binding thymidylate synthase.

Thymidylate synthase (TS) catalyzes the production of the nucleotide dTMP from deoxyuridine monophosphate (dUMP), making the enzyme necessary for DNA replication and consequently a target for cancer therapeutics. TSs are homodimers with active sites separated by ∼30 Å. Reports of half-the-sites activity in TSs from multiple species demonstrate the presence of allosteric communication between the active sites of this enzyme. A simple explanation for the neg. allosteric regulation occurring in half-the-sites activity would be that the two substrates bind with neg. cooperativity. However, previous work on Escherichia coli TS revealed that dUMP substrate binds without cooperativity. To gain further insight into TS allosteric function, binding cooperativity in human TS is examined here. Isothermal titration calorimetry and two-dimensional lineshape anal. of NMR titration spectra are used to characterize the thermodn. of dUMP binding, with a focus on quantification of cooperativity between the two substrate binding events. We find that human TS binds dUMP with ∼9-fold entropically driven pos. cooperativity (ρITC = 9 ± 1, ρNMR = 7 ± 1), in contrast to the apparent strong neg. cooperativity reported previously. Our work further demonstrates the necessity of globally fitting isotherms collected under various conditions, as well as accurate determination of binding competent protein concentration, for calorimetric characterization of homotropic cooperative binding. Notably, an initial curvature of the isotherm is found to be indicative of pos. cooperative binding. Two-dimensional lineshape anal. NMR is also found to be an informative tool for quantifying binding cooperativity, particularly in cases in which bound intermediates yield unique resonances.

Biophysical Journalpublished new progress about Enzyme functional sites, active. 58-97-9 belongs to class tetrahydrofurans, and the molecular formula is C9H13N2O9P, Reference of 58-97-9.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chuseang, Jirawat’s team published research in Sustainable Energy & Fuels in 2021 | 97-99-4

Sustainable Energy & Fuelspublished new progress about Adsorption; Crystallinity; Hydrogenation; Hydrogenation catalysts; Hydrogenation kinetics; Surface area; Surface structure; Thermal polymer degradation. 97-99-4 belongs to class tetrahydrofurans and the molecular formula is C5H10O2, Tetrahydrofuran – Wikipedia.

Chuseang, Jirawat; Nakwachara, Rapeepong; Kalong, Munsuree; Ratchahat, Sakhon; Koo-amornpattana, Wanida; Klysubun, Wantana; Khemthong, Pongtanawat; Faungnawakij, Kajornsak; Assabumrungrat, Suttichai; Itthibenchapong, Vorranutch; Srifa, Atthapon team published the artcile< Selective hydrogenolysis of furfural into fuel-additive 2-methylfuran over a rhenium-promoted copper catalyst>, the main research area is furfural hydrogenation methylfuran rhenium copper catalyst phys chem property. Name: (Tetrahydrofuran-2-yl)methanol.

The effect of Re promoter on Cu/γ-Al2O3 catalysts with various Cu : Re molar ratios was comprehensively investigated in comparison to the monometallic Cu/γ-Al2O3 and Re/γ-Al2O3 catalysts. The combination of Re and Cu resulted in a difficulty in reduction behavior of the Cu species, as detected using hydrogen temperature-programmed reduction, indicating that the Re promoter had stronger metal-support interactions. The acidity, as confirmed by ammonia temperature-programmed desorption, increased with the Re loading. X-ray diffraction and X-ray absorption near edge structure measurements of the spent CuRe catalyst revealed the existence of metallic Cu, Cu2O, CuO, amorphous CuAl2O4, ReO3, and NH4ReO4. The as-synthesized catalysts without reduction were directly utilized for the hydrogenolysis of furfural (FAL) into the fuel additive 2-methylfuran (2-MF). The highest 2-MF yield (86.4%) was accompanied by a 10.4% 2-methyltetrahydrofuran (2-MTHF) yield using the optimal Cu1Re0.14 catalyst under the investigated conditions (200°C, 6 h, and 20 bar H2). The kinetic study using furfuryl alc. (FOL), a primary intermediate, revealed that the rate of 2-MF production for the optimal Cu1Re0.14 catalyst was faster than that of the Cu benchmark. These results indicated that a small amount of oxophilic Re species could promote the hydrogenolysis of the C-OH bond in FOL to form 2-MF due to the synergistic effect between the Cu and Re active species. In addition, the activity of the Cu1Re0.14 catalyst remained highly stable through four consecutive experiments

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Cas: 14166-28-0 was involved in experiment | Monatshefte fuer Chemie 2004

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.COA of Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

COA of Formula: C9H10O3《Preparation and Structure of di-exo-Condensed Norbornane Heterocycles》 was published in 2004. The authors were Miklos, Ferenc;Hetenyi, Anasztazia;Sohar, Pal;Stajer, Geza, and the article was included in《Monatshefte fuer Chemie》. The author mentioned the following in the article:

Cyclization of di-exo-aroylnorbornanecarboxylic acid with bidentate nucleophiles (hydrazine, o-phenylenediamine, o-aminophenol, alkylenediamines, and amino alcs.) yielded heterotri-, tetra-, and pentacycles, such as I (R = β-C₆H₄-4-Me, X = S; R = α-C₆H₄-4-Me, X = O, NH) and II [R = C₆H₄-4-Me, R¹ = H, X = O, Y = (CH₂)_n, n = 1, 2; R = C₆H₄-4-Me, R¹ = H, X = NH, Y = (CH₂)_n, n = 1, 2, 3; R = C₆H₄-4-Me, R¹ = Me, X = NH, Y = (CH₂)_n, n = 1]. The structures of the heterocyclics were established by means of NMR spectroscopy, with the application of HMQC, HMBC, DEPT, DIFFNOE, and COSY methods.(3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) were involved in the experimental procedure.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Explore more uses of cas: 144490-03-9 | Tetrahedron Letters

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Application In Synthesis of (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate) is an isomer of 1,2,3,5-Tetra-O-acetyl β-D-Ribofuranose (T283100) which is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.

Application In Synthesis of (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetateIn 2005, Herbal, Karim;Kitteringham, John;Voyle, Martyn;Whitehead, Andrew J. published 《Synthesis of the enantiomer of nelarabine》. 《Tetrahedron Letters》published the findings. The article contains the following contents:

A synthesis of the enantiomer of nelarabine is described. Subtle changes in the protecting group strategy allow for an efficient inversion of the C-2′ stereocentre. The experimental procedure involved many compounds, such as (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) .

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Van Draanen, Nanine A. et al. published new progress in experiments with the help of cas: 144490-03-9

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Electric Literature of C13H18O9) is an isomer of 1,2,3,5-Tetra-O-acetyl β-D-Ribofuranose (T283100) which is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.

Electric Literature of C13H18O9《β-L-Thymidine 5′-triphosphate analogs as DNA polymerase substrates》 was published in 1992. The authors were Van Draanen, Nanine A.;Tucker, S. Craig;Boyd, F. Leslie;Trotter, B. Wesley;Reardon, John E., and the article was included in《Journal of Biological Chemistry》. The author mentioned the following in the article:

β-L-3′-Deoxythymidine 5′-triphosphate (L-ddTTP) and β-L-3′-deoxy-2′,3′-didehydrothymidine 5′-triphosphate (L-d4TTP) were substrates for human immunodeficiency virus (HIV) reverse transcriptase, Escherichia coli DNA polymerase I (Klenow), and Sequenase (modified T7 DNA polymerase). The β-D– and β-L-enantiomers of 5-methyluridine 5′-triphosphate (rTTP) were inhibitors but not substrates of reverse transcriptase. The steady-state K_m values for L-ddTTP and L-d4TTP, with all three enzymes, were 12-70-fold larger than the K_m values for the corresponding D-enantiomers. The K_m value of reverse transcriptase for L-ddTTP was 50-fold larger than that for D-ddTTP because the K_d for L-ddTTP was 5-fold larger than that for D-ddTTP, and the first-order rate constant for incorporation of L-ddTMP into the template-primer was 10% that of the D-enantiomer. The D– and L-enantiomers had k_cat values with reverse transcriptase and Sequenase that were similar to k_cat for the natural substrate, thymidine 5′-triphosphate (dTTP). Thus, the rate determining step appeared to be dissociation of the enzyme-chain-terminated template-primer complex. In contrast, k_cat values for the L-enantiomers with Klenow were only 0.1% that of dTTP, and the k_cat values for the D-enantiomers were 15% the k_cat for dTTP. The reduced k_cat values were due to a change in rate-determining step from dissociation of the Klenow-chain-terminated template-primer complex to an earlier step in the reaction mechanism, presumably catalysis. Thus, these DNA polymerases did not stereospecifically recognize D-nucleoside 5′-triphosphate analogs as substrates. The virucidal activity of some nucleoside analogs against HIV is discussed on the basis of the above results. The experimental procedure involved many compounds, such as (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) .

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Cas: 144490-03-9 | Chan, Joseph H. et al. made new progress in 2000

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Reference of (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate) is an isomer of 1,2,3,5-Tetra-O-acetyl β-D-Ribofuranose (T283100) which is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.

Chan, Joseph H.;Chamberlain, Stanley D.;Biron, Karen K.;Davis, Michelle G.;Harvey, Robert J.;Selleseth, Dean W.;Dornsife, Ronna E.;Dark, Ernest H.;Frick, Lloyd W.;Townsend, Leroy B.;Drach, John C.;Koszalka, George W. published 《Synthesis and evaluation of a series of 2′-deoxy analogues of the antiviral agent 5,6-dichloro-2-isopropylamino-1-(β-L-ribofuranosyl)-1H-benzimidazole (1263W94)》. The research results were published in《Nucleosides, Nucleotides & Nucleic Acids》 in 2000.Reference of (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate The article conveys some information:

A series of 2′-deoxy analogs of the antiviral agent 5,6-dichloro-2-isopropylamino-1-(β-L-ribofuranosyl)-1H-benzimidazole (1263W94) were synthesized and evaluated for activity against human cytomegalovirus (HCMV) and for cytotoxicity. The 2-substituents in the benzimidazole moiety correspond to those that were used in the 1263W94 series. In general, as was found in the 1263W94 series, cyclic and branched alkylamino groups were needed for potent activity against HCMV. Three analogs were as potent as 1263W94. Further evaluation of two analogs suggested that these 2′-deoxy analogs may act via a novel mechanism of action similar to that of 1263W94. These 2′-deoxy analogs generally lacked cytotoxicity in vitro. Pharmacokinetic parameters in mice and protein binding properties of one of the analogs (I) were quite similar to 1263W94. However, the oral bioavailability of I was only half of that observed for 1263W94. The experimental procedure involved many compounds, such as (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) .

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Application of cas: 14166-28-0 | Albers, Thomas et al. published an article in 1996

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.Application of 14166-28-0 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Albers, Thomas;Biagini, Stefano C. G.;Hibbs, David E.;Hursthouse, Michael B.;Malik, K. M. Abdul;North, Michael;Uriarte, Eugenio;Zagotto, Guiseppe published 《Desymmetrization of meso-anhydrides utilizing (S)-proline derivatives》 in 1996. The article was appeared in 《Synthesis》. They have made some progress in their research.Application of 14166-28-0 The article mentions the following:

Meso-anhydrides derived from norbornanes and norbornenes undergo an asym. ring opening upon treatment with (S)-proline derivatives to give amido acids with moderate to excellent enantiomeric excesses. A cyclopropane derived anhydride was also desymmetrized in this way, while cyclohexyl derived anhydrides gave a 1:1 mix. of diastereomers. The origin of the desymmetrization is explained by a model based on steric interactions in the transition state. The experimental procedure involved many compounds, such as (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.Application of 14166-28-0 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem