Cas: 14166-28-0 | Yoon, Kyung-Hwan et al. made new progress in 2011

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.

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

Application of cas: 14166-28-0 | Zhou, Zheng Hong et al. published an article in 1999

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.

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

Cas: 14166-28-0 was involved in experiment | Journal of the American Chemical Society 2003

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.

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

Application of cas: 14166-28-0 | Ishizumi, Kikuo et al. published an article in 1995

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.

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

Brouwer, H. et al. published new experimental results with the assistance of 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.

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

Learn more about cas: 14166-28-0 | Experientia 1992

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《Cantharidin analogs and their attractancy for ceratopogonid flies (Diptera: Ceratopogonidae)》 was published in 1992. The authors were Frenzel, M.;Dettner, K.;Wirth, D.;Waibel, J.;Boland, W., and the article was included in《Experientia》. The author mentioned the following in the article:

Several ceratopogonid flies are attracted to cantharidin and ingest it from both cantharidin-baits and from meloid beetles, one of the few known natural sources for cantharidin. Because meloids are absent in northern Bavaria, and certain canthariphilous flies of the genus Atrichopogon are temporarily associated with certain plants (Apiaceae, Aristolochiaceae), it was suggested that canthariphilous ceratopogonids might be generally attracted by chem. similar plant-derived compounds At first the seasonal fluctuating attractancy, sex ratio, and behavior of A. oedemerarum was studied at cantharidin baits. Synthetic cantharidin analogs exhibited an attractancy for A. oedemerarum if the exo,exo-7-oxabicyclo[2.2.1]heptane skeleton of cantharidin was associated with a 2,3-dicarboxylic anhydride or a 2,3-γ-lactone. According to the structure-activity studies, the analogs seem to fit best into the active site of the receptor if the carbonyl function of the γ-lactone is in the exo- and 2-position. This is the first report indicating that mols. other than cantharidin are attractive for canthariphilous insects. 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

New progress of cas: 14166-28-0 | Bioorganic & Medicinal Chemistry 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.

To, Kenneth K. W.;Wang, Xinning;Yu, Chun Wing;Ho, Yee-Ping;Au-Yeung, Steve C. F. published 《Protein phosphatase 2A inhibition and circumvention of cisplatin cross-resistance by novel TCM-platinum anticancer agents containing demethylcantharidin》. The research results were published in《Bioorganic & Medicinal Chemistry》 in 2004.COA of Formula: C9H10O3 The article conveys some information:

Novel TCM-platinum compounds [Pt(C8H8O5)(NH2R)2], derived from integrating demethylcantharidin, a modified component from a traditional Chinese medicine (TCM) with a platinum moiety, possess anticancer and protein phosphatase 2A (PP2A) inhibition properties. The compounds are able to circumvent cisplatin resistance by apparently targeting the DNA repair mechanism. Novel isosteric analogs [Pt(C9H10O4)(NH2R)2], devoid of PP2A-inhibitory activity, were found to suffer from an enhanced DNA repair and were cross-resistant to cisplatin. The results advocate a well-defined structure-activity requirement associating the PP2A-inhibiting demethylcantharidin with the circumvention of cisplatin cross-resistance demonstrated by TCM-Pt 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.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

Cas: 14166-28-0 | Zhou, Zheng Hong et al. made new progress in 2000

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.

Zhou, Zheng Hong;Chen, Ru Yu published 《Synthesis of 1,2-cyclic monoacyl-rac-glycerothiophosphates of cantharidin analogues》 in 2000. The article was appeared in 《Phosphorus, Sulfur and Silicon and the Related Elements》. They have made some progress in their research.HPLC of Formula: 14166-28-0 The article mentions the following:

1,2-Cyclic monoacyl-rac-glycerothiophosphates of cantharidin and its analogs, e.g., I (R = H, X = O, CH2) were synthesized in a 1-pot procedure in overall yields of 44-55.5% by P(NEt2)3, activated by a catalytic amount of iodine, as phosphorylating reagent, acting on N-hydroxyethyl exo-(7-oxa)bicyclo[2.2.1]heptene-2,3-dicarboximide followed by a cyclocondensation with monostearin. Their structures were confirmed by 1H NMR, 31P NMR, IR and elemental anal. 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.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

Application of cas: 14166-28-0 | Ishizumi, Kikuo et al. published an article in 1991

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.

Ishizumi, Kikuo;Kojima, Atsuyuki;Antoku, Fujio published 《Synthesis and anxiolytic activity of N-substituted cyclic imides (1R*,2S*,3R*,4S*)-N-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-2,3-bicyclo[2.2.1]heptanedicarboximide (tandospirone) and related compounds》 in 1991. The article was appeared in 《Chemical & Pharmaceutical Bulletin》. They have made some progress in their research.Application of 14166-28-0 The article mentions the following:

A series of cyclic imides bearing ω-(4-aryl and 4-heteroaryl-1-piperazinyl)alkyl moieties, e.g., I, was synthesized and tested in vivo for anxiolytic activity. The in vitro binding affinities of these compounds were also examined for 5-HT1A receptor sites. Structure-activity relationships within the series are discussed. Tandospirone (I) was equipotent with buspirone in its anxiolytic activity and more anxio-selective than buspirone and diazepam. I is currently undergoing clin. evaluation as a selective anxiolytic agent.(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.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

Learn more about cas: 14166-28-0 | Spectroscopy Letters 2006

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.

Recommanded Product: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione《Study of Chemical Shift Variations in Tricyclic Urazoles with a Norbornane Skeleton》 was published in 2006. The authors were Bentz, Timothy;Ryzhkov, Lev, and the article was included in《Spectroscopy Letters》. The author mentioned the following in the article:

Mols. related to norbornane commonly serve as useful models for stereochem. and conformational anal., as well as for elucidation of steric and electronic substituent effects. Chem. shifts of their bridge protons are well tabulated and follow clear, easily predictable patterns. For example, the exo protons on a two-carbon bridge of these mols. are typically deshielded relative to the endo protons. Previously, some exceptions to this rule were noted and satisfactorily explained. In tricyclic urazoles, common precursors to cyclic diazenes, the order of chem. shifts of exo and endo bridge protons is reversed. The authors use aromatic solvent induced shifts (ASIS) and homodecoupling experiments to assign 1H-NMR signals in these urazoles and bridge proton signals in model mols., and the authors discuss anal. of factors that influence chem. shifts in this polycyclic system. 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.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