Category: 14166-28-0

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.

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

Brouwer, H.;Stothers, J. B.;Tan, C. T. published 《Carbon-13 NMR studies. Part 66. Carbon-13 spectra of several methyl, hydroxymethyl, and carboxylic acid derivatives of bicyclo[2.2.1]heptane and bicyclo[2.2.2]octane》 in 1977. The article was appeared in 《Organic Magnetic Resonance》. They have made some progress in their research.Name: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione The article mentions the following:

The ¹³C NMR spectra of 56 norbornanes, -enes, bicyclo[2.2.2]octanes, and -octenes were determined to study the stereochem. effects of neighboring substituents on the C shieldings. Use of these rigid skeletons enabled detailed examination of a variety of substituent orientations. The deviation of the observed shieldings from those predicted by simple additivity followed patterns useful for stereochem. assignments in related systems. 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.Name: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 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

Safety of (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione《Succinimide derivatives. II. Synthesis and antipsychotic activity of N-[4-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl]-1,2-cis-cyclohexanedicarboximide (SM-9018) and related compounds》 was published in 1995. The authors were Ishizumi, Kikuo;Kojima, Atsuyuki;Antoku, Fujio;Saji, Ikutaro;Yoshigi, Mayumi, and the article was included in《Chemical & Pharmaceutical Bulletin》. The author mentioned the following in the article:

Cyclic imides bearing ω-(4-benzisothiazol-3-yl-1-piperazinyl)alkyl moieties were synthesized and tested for antipsychotic activity. The in vitro binding affinities of these compounds were examined for dopamine 2 (D₂) and serotonin 2 (5-HT₂) receptor sites. Structure-activity relationships within these series are discussed. One of these compounds, namely, SM-9018 (I), was found to be more potent and more selective in vivo than tiospirone in its antipsychotic activity. 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.Safety of (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 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

O’Brien, Erin M.;Bercot, Eric A.;Rovis, Tomislav published 《Decarbonylative Cross-Coupling of Cyclic Anhydrides: Introducing Stereochemistry at an sp³ Carbon in the Cross-Coupling Event》. The research results were published in《Journal of the American Chemical Society》 in 2003.Quality Control of (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione The article conveys some information:

Treatment of cyclic anhydrides with stoichiometric amounts of nickel-neocuproine complex generates alkylcarboxylato-nickelalactones upon extrusion of CO. These metallacycles undergo cross-coupling with arylzinc reagents. The generated CO is sequestered in situ by a nickel-dppb complex. The overall sequence effects a secondary sp³(electrophile)-sp²(nucleophile) cross-coupling and allows for control of stereochem. during the bond-forming event. 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.Quality Control of (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 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

Zhou, Zheng Hong;Chen, Ru Yu published 《1,2-cyclic monoacyl-rac-glycerothio-phosphates of cantharidin analogs》. The research results were published in《Chinese Chemical Letters》 in 1999.Recommanded Product: 14166-28-0 The article conveys some information:

A series of diastereomeric 1,2-cyclic-3-acylglycerothiophosphates I [R = R¹ = H, R² = CO(CH₂)₁₆CH₃, X = O, CH₂; RR = bond, R¹ = H, R² = CO(CH₂)₁₆CH₃, X = O, CH₂; R = H, R¹ = Me, R² = CO(CH₂)₁₆CH₃, X = O] were synthesized starting from cantharidin II (R = H, R¹ = Me, X = O) and its analogs II (R = R¹ = H, X = O, CH₂; RR = bond, R¹ = H, X = O, CH₂) in a one-pot procedure in overall yields in the range of 44-55.5% by means of hexaethylphosphorus triamide as phosphorylating reagent. E.g., cantharidin was reacted with 2-aminoethanol to form the tricyclic imide, which underwent sequentially phosphorylation with P(NEt₂)₃ and iodine in benzene, esterification with glycerol 1-stearate, and sulfuration with S₈ to form both cis- and trans-I [R = H, R¹ = Me, R² = CO(CH₂)₁₆CH₃, X = O] with overall yield of 55.5%.(3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) were involved in the experimental procedure.

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.Recommanded Product: 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

Recommanded Product: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione《Synthesis and characterization of novel hydrogenated poly(norbornene bisimide)s prepared from ring opening metathesis polymerization》 was published in 2011. The authors were Yoon, Kyung-Hwan;Park, Seung Beom;Park, Insook;Yoon, Do Y., and the article was included in《Bulletin of the Korean Chemical Society》. The author mentioned the following in the article:

We synthesized three novel poly(norbornene bisimide)s by ring opening metathesis polymerization (ROMP) and subsequent hydrogenation. Their thermal, mech. and optical properties were investigated with TGA, DMA, UV-Vis spectrometer, and optical reflectometer. The new polymers showed high glass transition temperatures over 260° and good thermal stability with 5% wt-loss temperature higher than 390°. When solvent casted, they yielded optically transparent and dimensionally stable films with a relatively low coefficient of thermal expansion of about 50 ppm K^-1. Therefore, the bisimide moieties substantially enhanced thermal and dimensional stabilities, as compared with normal ROMP-prepared polynorbornene films. Though the water uptake was increased to 0.6%, this water uptake is still considerably lower than that for polyethersulfones (1.4%) or polyimides (2.0 wt-%). Hence, the new poly(norbornene bisimide)s may become attractive candidates for flexible substrates of optoelectronic devices such as displays and photovoltaic solar cells. 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.Recommanded Product: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 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

Moriconi, Emil J.;Crawford, Wheeler C. published 《Reaction of chlorosulfonyl isocyanate with bridge bi- and tricyclic olefins》 in 1968. The article was appeared in 《Journal of Organic Chemistry》. They have made some progress in their research.HPLC of Formula: 14166-28-0 The article mentions the following:

The addition of ClSO2NCO to norbornene, norbornadiene, 7-benzoyloxy-, and 7-tert-butoxynorbornadiene, endo-, and exo-dicyclopentadiene, and bicyclo [2.2.2]octene (I) led, in each case, to a single, unrearranged cycloadduct, the N-chlorosulfonyl-β-lactam. A nonconcerted cycloaddition mechanism is proposed. Attempts to form the bis adduct from norbornadiene were unsuccessful. Assignment of the exo configuration to the azetidinone ring in these N-chlorosulfonyl-β-lactams is based predominantly on N.M.R. evidence. Benzenethiol-pyridine reduction of the N-chlorosulfonyl cycloadducts led to the corresponding unsubstituted β-lactams. The ir spectrum of exo-2-p-toluenesulfonamido-3-carboxybicyclo[2.2.1]heptane ultimately prepared from the norbornene cycloadduct expectedly differed from that of the endo isomer prepared by a stereospecific Lossen rearrangement on N-phenylsulfonyloxynorbornane-endo-2,3-dicarboximide. Treatment of N-phenylsulfonyloxynorbornane-exo-2,3-dicarboximide under Lossen conditions failed to yield a rearrangement product, as did the Hofmann reaction on norbornane-exo-2,3-dicarboximide and exo-2-carbomethoxy-3-carboxamidonorbornane. A Lossen rearrangement, however, successfully converted N-sulfonyloxybicyclo[2.2.2]octane-2,3-dicarboximide into 2-amino-3-carboxybicyclo[2.2.2]octane-HCl, identical with the acid hydrolysis product of the β-lactam cyclo-adduct from I. 50 references. 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

Rickborn, Bruce published 《The retro-Diels-Alder reaction. Part I. C-C dienophiles》. The research results were published in《Organic Reactions (Hoboken, NJ, United States)》 in 1998.HPLC of Formula: 14166-28-0 The article conveys some information:

A review of the article The retro-Diels-Alder reaction. Part I. C-C dienophiles. 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

Chen, Tie-Gen;Barton, Lisa M.;Lin, Yutong;Tsien, Jet;Kossler, David;Bastida, Inaki;Asai, Shota;Bi, Cheng;Chen, Jason S.;Shan, Mingde;Fang, Hui;Fang, Francis G.;Choi, Hyeong-wook;Hawkins, Lynn;Qin, Tian;Baran, Phil S. published 《Building C(sp³)-rich complexity by combining cycloaddition and C-C cross-coupling reactions》. The research results were published in《Nature (London, United Kingdom)》 in 2018.Formula: C9H10O3 The article conveys some information:

Prized for their ability to rapidly generate chem. complexity by building new ring systems and stereocentres, cycloaddition reactions have featured in numerous total syntheses and are a key component in the education of chem. students. Similarly, carbon-carbon (C-C) cross-coupling methods are integral to synthesis because of their programmability, modularity and reliability. Within the area of drug discovery, an overreliance on cross-coupling has led to a disproportionate representation of flat architectures that are rich in carbon atoms with orbitals hybridized in an sp² manner. Despite the ability of cycloadditions to introduce multiple carbon sp³ centers in a single step, they are less used. This is probably because of their lack of modularity, stemming from the idiosyncratic steric and electronic rules for each specific type of cycloaddition Here we demonstrate a strategy for combining the optimal features of these two chem. transformations into one simple sequence, to enable the modular, enantioselective, scalable and programmable preparation of useful building blocks, natural products and lead scaffolds for drug discovery. 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.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

Canonne, Persephone;Belanger, Denis;Lemay, Gilles published 《Novel synthesis of five- and six-membered spiro γ-lactones in rigid bicyclic systems》. The research results were published in《Journal of Organic Chemistry》 in 1982.Name: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione The article conveys some information:

The reaction of bis(bromomagnesio)alkanes with bridged tricyclic endo– and exo-dicarboxylic anhydrides and their dihydro derivatives provides a general and versatile route to corresponding tricyclic spiro γ-butanolides. Further extension of this methodol. to the dianhydride of bicyclo[2.2.2]octene showed appreciable regioselectivity. The subsequent transformation of spiro γ-lactones into 4-spiro-2-butenolides by retro-Diels-Alder reaction has provided a simple and convenient synthesis of these mols. Proton and ¹³C NMR spectra are reported for most of the compounds(3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) were involved in the experimental procedure.

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.Name: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 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