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RESEARCH PRODUCT
Determination of the absolute configuration of (−)-abietic acidviaits (4R,5R,9R,10R)-7,13-abietadien-18-ylp-bromobenzoate derivative
Alexander J. BlakeMiguel A. GonzálezMaria J. Gil-gimenosubject
chemistry.chemical_classificationDouble bondAbsolute configurationGeneral ChemistryConjugated systemCondensed Matter PhysicsRing (chemistry)Medicinal chemistrychemistry.chemical_compoundBenzoate derivativechemistryGeneral Materials ScienceAbietic acidOptical rotatory dispersionDerivative (chemistry)description
The absolute configuration of the title bromo derivative of abietic acid, C27H35BrO2, has been determined. The structural analysis confirms the absolute stereochemistry for (−)-abietic acid proposed by Bose & Struck [(1959). Chem. Ind. (London), pp. 1628–1630] on the basis of optical rotatory dispersion measurements. The molecule exhibits a trans anti 6/6/6 tricyclic hydrocarbon skeleton, with the cyclohexane ring in the expected chair form and the two cyclohexene rings, the double bonds of which are conjugated, in half-chair conformations.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2006-07-14 | Acta Crystallographica Section E Structure Reports Online |