(-)-Norcocaine.
The title compound, [2R,3S-(2 beta,3 beta)]-methyl 3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylate, C16H19NO4, is a metabolite of the tropane alkaloid cocaine. The molecule crystallized as the free base with the piperidine ring in a chair conformation. The tropane ring system and its methoxycarbonyl and benzoyl groups are rigid; only rotational flexibility is allowed in the conformation of the substituents.
Zhu
N
N
Department of Chemistry, Xavier University of Louisiana, New Orleans 70125.
Reynolds
M
M
Klein
C L
CL
Trudell
M
M
D003042:Cocaine / Q000031:analogs & derivatives* / Q000737:chemistry; D003460:Crystallization; D018360:Crystallography, X-Ray; D015394:Molecular Structure
C008671:norcocaine; D003042:Cocaine