307503-09-9

Basic information

• Product Name: (2R,3S)-3-exo-methoxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid
• Synonyms: (2R,3S)-3-exo-methoxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid
• CAS NO: 307503-09-9
• Molecular Weight: 198.175
• Mol File: 307503-09-9.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (2R,3S)-3-exo-methoxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-3-exo-methoxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid(307503-09-9)
• EPA Substance Registry System: (2R,3S)-3-exo-methoxycarbonyl-7-oxabicyclo[2.2.1]hept-5-ene-2-exo-carboxylic acid(307503-09-9)

Safety Data

• Hazardous Substances Data: 307503-09-9(Hazardous Substances Data)

Upstream product

• 6118-51-0 exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride 
• 67-56-1 methanol 

Relevant articles and documents

A highly enantioselective catalytic desymmetrization of cyclic anhydrides with modified cinchona alkaloids [3]

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Remote conformational responses to enantiomeric excess in carboxylate-binding dynamic foldamers

A crystallographically characterised zinc(ii)-capped foldamer can sense the enantiomeric excess of scalemic carboxylate solutions, including those produced by enantioselective organocatalysis, and can relay this input signal along the foldamer body to a remote glycinamide group, which then provides an NMR spectroscopic output.

Enantioselective acyl-transfer catalysis by fluoride ions

The asymmetric nucleophilic catalysis by fluoride ions at a carbon-based electrophile has been demonstrated for the first time. Using a library of ad hoc designed bifunctional phase-transfer catalysts in which both the anion and the cation are directly involved in the reaction, the desymmetrisation of meso-succinic and -glutaric anhydrides is possible.19F NMR spectroscopic studies support the intermediacy of an acyl fluoride intermediate.

Synthesis of cinchona alkaloid sulfonamide polymers as sustainable catalysts for the enantioselective desymmetrization of cyclic anhydrides

The Mizoroki-Heck polymerization of cinchona-based sulfonamide dimers and aromatic diiodides was investigated in the presence of a palladium catalyst, to obtain chiral polymers in high yields. An iodobenzenesulfonamide derivative of a cinchona alkaloid was also polymerized via self-polycondensation under the same reaction conditions. The catalytic activities of these chiral polymers were examined by using them as catalysts in the enantioselective desymmetrization of cyclic anhydrides.