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RESEARCH PRODUCT
UV-induced solvent free synthesis of truxillic acid–bile acid conjugates
Juha KoivukorpiErkki Kolehmainensubject
Truxillic acidOrganic ChemistryCrystal structureMedicinal chemistryCinnamic acidCycloadditionAnalytical Chemistrylaw.inventionInorganic Chemistrychemistry.chemical_compoundchemistrylawYield (chemistry)MoleculeOrganic chemistryCrystallizationAcetonitrileSpectroscopydescription
The solvent free UV-induced [2 + 2] intermolecular cycloaddition of two molecules of 3α-cinnamic acid ester of methyl lithocholate produced in 99% yield of α- and e-truxillic acid-bis(methyl lithocholate) isomers, which possess two structurally different potential binding sites. A prerequisite for this effective solid state reaction is a proper self-assembled crystal structure of the starting conjugate crystallized from acetonitrile. The crystallization of cinnamic acid ester of methyl lithocholate from acetonitrile produces two different crystalline forms (polymorphs), which is the reason for the solid state formation of two isomers of truxillic acid-bis(methyl lithocholate).
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2009-07-01 | Journal of Molecular Structure |