Racemization and asymmetric transformation processes used in the manufacture of levobupivacaine and analogues thereof
AssigneeChiroscience Limited
InventorsUlrich Conrad Dyer, Christopher James Lock, Martin Woods
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Abstract
A process for the racemisation of an optically-enriched piperidine-2-carboxanilide compound, comprises heating the compound in the presence of an alkanoic or arylalkanoic acid. A process for the asymmetric transformation of such a compound comprises heating the compound in the presence of an acid as defined above, a chiral acid resolving agent and an inert cosolvent.
Claims18
A process for the racemisation of an optically-enriched N-containing heterocyclic compound having 3 to 7 ring atoms and a carboxanilide group attached to the ring at a carbon atom in the 2-position adjacent to the N-atom, said carbon atom being the chiral center to be racemised, wherein said N-atom is substituted with an R.sub.1 substituent and said R.sub.1 substituent is not H, said method comprising heating the compound in a wholly or substantially non-aqueous system comprising an acid selected from the group consisting of alkanoic acids, arylalkanoic acids and acids having a pKa of -1 to +6, relative to water.
Dependencies are inferred from the claim text.