Bicyclo<2.2.2>octane-2,3-di-exo-carboxylic anhydride

Base Information

• Chemical Name: Bicyclo<2.2.2>octane-2,3-di-exo-carboxylic anhydride
• CAS No.: 7131-66-0
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.203
• Mol file: 7131-66-0.mol

Synonyms:Bicyclo<2.2.2>octane-2,3-di-exo-carboxylic anhydride

Chemical Property of Bicyclo<2.2.2>octane-2,3-di-exo-carboxylic anhydride

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Bicyclo<2.2.2>octane-2,3-di-exo-carboxylic anhydride

There total 3 articles about Bicyclo<2.2.2>octane-2,3-di-exo-carboxylic anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

meso-endo-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione (24327-08-0) → diendo-bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid anhydride (7131-66-0,26843-47-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 2280.15 Torr;

DOI:10.1021/ja025634f

Reference yield:

(2R,3S)-Bicyclo[2.2.2]octane-2,3-dicarboxylic acid → diendo-bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid anhydride (7131-66-0,26843-47-0)

Guidance literature:

In water; at 60 ℃; Equilibrium constant;

DOI:10.1021/ja00751a040

Reference yield:

maleic anhydride (108-31-6) + cyclohexa-1,3-diene (1165952-91-9) → diendo-bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic acid anhydride (7131-66-0,26843-47-0)

Guidance literature:

diastereoselective reaction;

DOI:10.1002/chir.22301

upstream raw materials:

meso-endo-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione

maleic anhydride

cyclohexa-1,3-diene

Downstream raw materials:

norbornene

Refernces

• 1、 Pataj, Zoltan,Ilisz, Istvan,Grecso, Nora,Palko, Marta,Fueloep, Ferenc,Armstrong, Daniel W.,Peter, Antal. "Enantiomeric separation of bicyclo[2.2.2]octane-based 2-amino-3-carboxylic acids on macrocyclic glycopeptide chiral stationary phases". . p. 200 - 208. Retrieved 2014/04/17.
• 2、 Jaeschke, Georg,Seebach, Dieter. "Highly Enantioselective Ring Opening of Cyclic Meso-Anhydrides to Isopropyl Hemiesters with Ti-TADDOLates: An Alternative to Hydrolytic Enzymes?". . p. 1190 - 1197. Retrieved 2007/10/03.