Separation of enantiomers of 3-ethylbicyclo[3.2.0]hept-3-en-6-one
AssigneeNovassay S.A.
InventorsRhonan Lee Ford, Premji Meghani
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Abstract
A process to isolate a compound of Formula (2a) or a salt or solvate thereof, comprising a) reacting a mixture of diastereoisomers of Formulae (2a, 2b) with a basic heterocyclic-aldehyde compound and an optically active amine in the presence of a base; and b) separating the compound of Formula (2a) from the product of step a) by acid extraction. The compound of Formula (2a) may be produced with an enantiomeric excess of 98%. Compounds of Formula (2a) are useful intermediates in a process to prepare a bicyclic γ-amino tetrazole derivative of Formula (I) which finds utility in treating neuropathic pain and disorders of the central nervous system.
Claims23
A process to isolate a compound of Formula 2a
- or a salt or solvate thereof, comprising
- a) reacting a mixture of diastereoisomers of Formulae 2a, 2b
- with a basic heterocyclic-aldehyde compound and an optically active amine in the presence of a base;
- and
- b) separating the compound of Formula 2a from the product of step a) by acid extraction.
A process to prepare a compound of Formula 1
- or a pro-drug thereof,
- comprising the step of resolving a mixture of diastereoisomers of Formulae 2a, 2b
- into a compound of Formula 2a
- by reaction with a basic heterocyclic-aldehyde compound in the presence of an optically active amine and a base and separating out the compound of Formula 2a,
- followed by conversion of a compound of Formula 2a to a compound of Formula 1.
Dependencies are inferred from the claim text.