26843-47-0

Usage

Uses

Used in Organic Synthesis:
Bicyclo[2.2.2]octane-2,3-dicarboxylic anhydride is used as a key intermediate in the synthesis of various organic compounds due to its ability to undergo esterification and amidation reactions.
Used in Polymer Manufacturing:
It is also utilized in the production of polymers, where its reactivity allows for the creation of a wide range of organic materials with diverse applications across different industries.

InChI:InChI=1/C20H26O7/c21-17(22)13-9-1-5-11(6-2-9)15(13)19(25)27-20(26)16-12-7-3-10(4-8-12)14(16)18(23)24/h9-16H,1-8H2,(H,21,22)(H,23,24)

Upstream product

• 24327-08-0 meso-endo-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione 
• 108-31-6 maleic anhydride 
• 1165952-92-0 cyclohexa-1,4-diene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 6708-37-8 bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride 

Downstream Products

• 1071521-98-6 (2R,3S)-3-benzyloxycarbonylamino-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester 
• 1071522-01-4 (2R,3S)-3-Amino-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester hydrochloride 
• 1071522-04-7 (2R,3S)-3-(4-fluorobenzylamino)aminobicyclo[2.2.2]octane-2-carboxylic acid methyl ester 
• 1071518-93-8 N-{3-[(2S,7R)-3-(4-fluoro-benzyl)-6-hydroxy-4-oxo-3-aza-tricyclo[6.2.2.02,7]dodec-5-en-5-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}-methanesulfonamide 

Relevant academic research and scientific papers

Enantiomeric separation of bicyclo[2.2.2]octane-based 2-amino-3-carboxylic acids on macrocyclic glycopeptide chiral stationary phases

Direct high-performance liquid chromatographic (HPLC) separation of four bicyclo[2.2.2]octane based 2-amino-3-carboxylic acid enantiomers were developed on chiral stationary phases (CSPs) containing different macrocyclic glycopeptide antibiotic selectors.

Streamlining the conversion of biomass to polyesters: Bicyclic monomers with continuous flow

A three-step transformation of 1,4-cyclohexadiene (1,4-CHD) using continuous flow produced an aliphatic bicyclic monomer for polyester synthesis. The monomer synthesis involved catalytic alkene isomerization of 1,4-CHD to 1,3-CHD using a heterogeneous Na

PLANT BASED MONOMERS AND POLYMERS

The preparation of cyclohexadienes from one or more plant oils is disclosed. The cyclohexadiene can be used to form polymers or derivatized to form other monomers that can be used to form polymeric materials.

[1,2,4]THIADIAZINE 1,1-DIOXIDE COMPOUNDS FOR LOWERING SERUM URIC ACID

The present invention describes [1,2,4]thiadiazine 1,1-dioxide compounds and pharmaceutically acceptable salts thereof, which are useful in lowering serum uric acid in a patient in need thereof comprising administering to the patient a therapeutically or

5,6-DIHYDRO-1H-PYRIDIN-2-ONE COMPOUNDS

The invention is directed to 5,6-dihydro-lH-pyridin-2-one compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

Decarbonylative cross-coupling of cyclic anhydrides: Introducing stereochemistry at an sp3 carbon in the cross-coupling event

Treatment of cyclic anhydrides with stoichiometric amounts of nickel-neocuproine complex generates alkylcarboxylato-nickelalactones upon extrusion of CO. These metalacycles 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 stereochemistry during the bond-forming event. Copyright

Structural investigations into the retro-Diels-alder reaction. Experimental and theoretical studies

The manifestations of the retro-Diels Alder reaction in the ground-state structures of a range of cyclopentadiene and cyclohexadiene cycloadducts 9-15 have been investigated by a combination of techniques. These include low-temperature X-ray crystallography, density functional calculations (B3LYP/6-31G(d,p)) on both the ground states and transition states, and the measurement of 13C-13C coupling constants. We have found that the carbon - carbon bonds (labeled bonds a and b), which break in the rDA, are longer in the cycloadducts 9-15 than in their corresponding saturated analogues 9s-15s, which cannot undergo the rDA reaction. The degree of carbon - carbon bond lengthening appears to be related to the reactivity of the cycloadduct, thus the more reactive benzoquinone cycloadducts 5b and 13 have longer carbon - carbon bonds. Those cycloadducts 14 and 15 which are predicted to undergo asynchronous reactions show differing degrees of carbon - carbon bond lengthening, reflecting the differing degrees of bond breaking at the calculated transition states for the rDA.

Highly Enantioselective Ring Opening of Cyclic Meso-Anhydrides to Isopropyl Hemiesters with Ti-TADDOLates: An Alternative to Hydrolytic Enzymes?

The Lewis acid mediated transfer of an alkoxide ligand from the chiral ligand sphere of Ti - TADDOLate (1) to cyclic meso anhydrides to afford the corresponding hemiesters is described. By using this method a variety of structurally different anhydrides can be converted to isopropyl hemiesters with high enantioselectivities (enantiomer ratios up to 99:1). We have also investigated Lewis acidic titanium complexes, which differ from 1 in the chiral ligand or the alkoxide ligand that is transferred. Finally, a catalytic version, which allows the substoichiometric use of Ti- TADDOLate in the presence of stoichiometric amounts of Al(Oi-Pr)3, is presented.