Month: September 2022

Molina-Espiritu, Moyocoyani;Esquivel, Rodolfo O.;Kohout, Miroslav;Angulo, Juan Carlos;Dobado, Jose A.;Dehesa, Jesus S.;LopezRosa, Sheila;Soriano-Correa, Catalina published 《Insight into the informational-structure behavior of the Diels-Alder reaction of cyclopentadiene and maleic anhydride》. The research results were published in《Journal of Molecular Modeling》 in 2014.Related Products of 14166-28-0 The article conveys some information:

The course of the Diels-Alder reactions of cyclopentadiene and maleic anhydride were studied. Two reaction paths were modelled: endo- and exo-selective paths. All structures within the transient region were characterized and analyzed by means of geometrical descriptors, physicochem. parameters and information-theor. measures in order to observe the linkage between chem. behavior and the carriage of information. We have shown that the information-theor. characterization of the chem. course of the reaction is in complete agreement with its phenomenol. behavior in passing from reactants to products. In addition, we were able to detect the main differences between the two reaction mechanisms. This type of informational anal. serves to provide tools to help understand the chem. reactivity of the two simplest Diels-Alder reactions, which permits the establishment of a connection between the quantum changes that mol. systems exert along reaction coordinates and standard physicochem. phenomenol. In the present study, we have shown that every reaction stage has a family of subsequent structures that are characterized not solely by their phenomenol. behavior but also by informational properties of their electronic d. distribution (localizability, order, uniformity). Moreover, we were able to describe the main differences between endo-adduct and exo-adduct pathways. With the advent of new exptl. techniques, it is in principle possible to observe the structural changes in the transient regions of chem. reactions. Indeed, through this work we have provided the theor. concepts needed to unveil the concurrent processes associated with chem. reactions. To complete the study, the researchers used (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.Related Products 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

Forsman, Jonas J.;Waerna, Johan;Murzin, Dmitry Yu.;Leino, Reko published 《Reaction Kinetics and Mechanism of Sulfuric Acid-Catalyzed Acetolysis of Acylated Methyl L-Ribofuranosides》. The research results were published in《European Journal of Organic Chemistry》 in 2009.Application of 144490-03-9 The article conveys some information:

The mechanism of the sulfuric acid-catalyzed acetolysis of Me 2,3,5-tri-O-acetyl- and Me 2,3,5-tri-O-benzoyl-L-ribofuranosides and the accompanying anomerization of both the starting material and the 1,2,3,5-tetra-O-acetyl- and 1-O-acetyl-2,3,5-tri-O-benzoyl-L-ribofuranoses formed was investigated. The progress of the reactions was followed by ¹H NMR spectroscopy and the rate constants for the reactions were determined for a proposed kinetic model. The role of H⁺ and Ac⁺ as the catalytically active species was clarified, proving that the anomerization of the acylated Me furanosides is activated by protonation, while, on the contrary, the anomerization of the 1-O-acetyl ribofuranoses is activated by the acetyl cation. The anomerization of the acylated Me furanosides was verified to be activated on the ring oxygen leading to endocyclic CO-bond rupture while the 1-O-acetyl ribofuranoses are activated on the acetyloxy group on C(1) leading to exocyclic cleavage. (© Wiley-VCH Verlag GmbH and Co. KGaA, 69451 Weinheim, Germany, 2009). And (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) was used in the research process.

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Application of 144490-03-9) 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.

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

Shi, Z.-D.;Yang, B.-H.;Wu, Y.-L. published 《A stereospecific synthesis of L-ribose and L-ribosides from D-galactose》. The research results were published in《Tetrahedron Letters》 in 2001.Computed Properties of C13H18O9 The article conveys some information:

An inexpensive D-galactose was converted into L-ribose and its derivatives via mild reaction conditions. The L-ribosyl donor was submitted to a glycosidation according to Vorbruggen’s conditions to give L-riboside nucleosides, e.g. L-adenosine, in high yields. And (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) was used in the research process.

(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Computed Properties 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.

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

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

COA of Formula: C9H10O3《Nuclear magnetic resonance spectroscopy. Establishment of configuration in Diels-Alder adducts》 was published in 1967. The authors were Sarkis, George Y., and the article was included in《Bulletin of the College of Science, University of Baghdad》. The author mentioned the following in the article:

The presence of the double bond shifted the absorption downfield for both exo- and endo-protons in dehydronorbornyl and norbornyl acids, acid chlorides, anhydrides, and nitriles. The magnitude of this shift is very small for the endo-proton (of the exo-epimer). When both epimers are available, a differentiation can be made by the fact that the exo-protons absorb at lower field than the endo-protons. And (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) was used in the research process.

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.

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

Application In Synthesis of (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetateIn 2016, Li, Guo-Xing;Morales-Rivera, Christian A.;Wang, Yaxin;Gao, Fang;He, Gang;Liu, Peng;Chen, Gong published 《Photoredox-mediated Minisci C-H alkylation of N-heteroarenes using boronic acids and hypervalent iodine》. 《Chemical Science》published the findings. The article contains the following contents:

A photoredox-mediated Minisci C-H alkylation reaction of N-heteroarenes with alkyl boronic acids is reported. A broad range of primary and secondary alkyl groups can be efficiently incorporated into various N-heteroarenes using [Ru(bpy)₃]Cl₂ as photocatalyst and acetoxybenziodoxole as oxidant under mild conditions. The reaction exhibits excellent substrate scope and functional group tolerance, and offers a broadly applicable method for late-stage functionalization of complex substrates. Mechanistic experiments and computational studies suggest that an intramolecularly stabilized ortho-iodobenzoyloxy radical intermediate might play a key role in this reaction system. And (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) was used in the research process.

(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.

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

Besalu-Sala, Pau;Sola, Miquel;Luis, Josep M.;Torrent-Sucarrat, Miquel published 《Fast and Simple Evaluation of the Catalysis and Selectivity Induced by External Electric Fields》 in 2021. The article was appeared in 《ACS Catalysis》. They have made some progress in their research.HPLC of Formula: 14166-28-0 The article mentions the following:

In the oriented external elec.-field-driven catalysis, the reaction rates and the selectivity of chem. reactions can be tuned at will. The activation barriers of chem. reactions within external elec. fields of several strengths and directions can be computationally modeled. However, the calculation of all of the required field-dependent transition states and reactants is computationally demanding, especially for large systems. Herein, we present a method based on the Taylor expansion of the field-dependent energy of the reactants and transition states in terms of their field-free dipole moments and elec. (hyper)polarizabilities. This approach, called field-dependent energy barrier (FDB_β), allows systematic one-dimensional (1D), two-dimensional (2D), and three-dimensional (3D) representations of the activation energy barriers for any strength and direction of the external elec. field. The calculation of the field-dependent FDB_β energy barriers has a computational cost several orders of magnitude lower than the explicit elec. field optimizations, and the errors of the FDB_β barriers are within the range of only 1-2 kcal·mol^-1. The achieved accuracy is sufficient for a fast-screening tool to study and predict potential elec.-field-induced catalysis, regioselectivity, and stereoselectivity. As illustrative examples, four cycloadditions (1,3-dipolar and Diels-Alder) are studied. To complete the study, the researchers used (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.HPLC of Formula: 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

Formula: C9H10O3《Metal-free, regioselective and stereoregular alternating copolymerization of monosubstituted epoxides and tricyclic anhydrides》 was published in 2018. The authors were Ji, He-Yuan;Chen, Xiao-Lu;Wang, Bin;Pan, Li;Li, Yue-Sheng, and the article was included in《Green Chemistry》. The author mentioned the following in the article:

A metal-free, highly regioselective and stereoregular ring-opening alternating copolymerization (ROAC) of monosubstituted epoxides with tricyclic anhydrides remains a challenge in the advancement of polyester synthesis. Herein, we described an effective group of organic dual catalysts for the ROAC, exhibiting a high catalytic activity (the highest TOF = 330 h^-1 at 110°), narrow polydispersity (PDI <1.20) and excellent alternating selectivity (ester >99%) in a controlled manner. The ROAC of a variety of monosubstituted epoxides and tricyclic anhydrides was carried out under mild conditions. Of importance is the fact that highly regioselective insertion of epoxides has been realized by simple and metal-free catalysts in the ROAC, where the highest regioselectivity is up to 98% for aliphatic epoxides and glycidyl ethers at 80°. Styrene oxide bearing electron-withdrawing Ph also showed a good regioselectivity of 78%. Besides, the complete suppression of epimerization and transesterification was achieved even at high conversion for a variety of tricyclic anhydrides. Furthermore, block and gradient copolymers were synthesized by the sequential addition strategy and one-pot terpolymn. Accordingly, a green, regioselective and stereoregular fabrication of functional polyesters was realized for the first time by a metal-free process. 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.Formula: C9H10O3 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

COA of Formula: C9H10O3In 1996, McCluskey, Adam;Taylor, Cherie;Quinn, Ronald J.;Suganuma, Masami;Fujiki, Hirota published 《Inhibition of protein phosphatase 2A by cantharidin analogs》. 《Bioorganic & Medicinal Chemistry Letters》published the findings. The article contains the following contents:

The syntheses of several cantharidin analogs and their biochem. effects on protein phosphatase 2A are described. Comparison of the PP2A inhibition of these cantharidin analogs has shown that the 7-oxo moiety and the anhydride system contribute to the biochem. activity. The diacid forms of several anhydrides showed reduced inhibition of PP2A. To complete the study, the researchers used (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.COA of Formula: C9H10O3 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

Csende, Ferenc;Stajer, Geza published 《A convenient reduction of unsaturated bicyclic anhydrides》. The research results were published in《Organic Preparations and Procedures International》 in 1999.COA of Formula: C9H10O3 The article conveys some information:

Bicyclic anhydrides such as I are hydrogenated in 89-98% yields to saturated bicyclic anhydrides such as II by using cyclohexene as a transfer hydrogenation substrate in the presence of palladium on carbon. E.g., I dissolved in THF is treated with 2 equivalent of cyclohexene in the presence of palladium on carbon and refluxed for 8-12 h to give II in 98% yield. The modified procedure avoids the use of flammable reagents such as Raney nickel or mol. hydrogen. 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.COA of Formula: C9H10O3 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