Duphar International Research Bv

Solvay Pharmaceuticals, B.v.

Belal Shadid

Cornelis G Kruse

Josephus H M Lange

Chris G Kruse

Nicolaas Buizer

Klara M Schenk

Embodiments of this invention relate to compounds having a combination of cannabinoid-CBantagonism and cholinesterase inhibition, to pharmaceutical compositions comprising these compounds, to methods for preparing these compounds, methods for preparing novel intermediates useful for the synthesis of these compounds, and methods for preparing compositions comprising these compounds. The invention also relates to methods of treating Alzheimer's disease, cognitive disorders, memory disorders, dementia, attention deficit disorder, traumatic brain injury, drug dependence, addiction or substance abuse by administering a pharmaceutical composition comprising these compounds to a patient in need thereof. A compound with a combination of cannabinoid-CBantagonism and cholinesterase inhibition is a compound of formula (1) wherein the symbols have the meanings given in the specification.

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The invention relates to a method for the stereoselective preparation of a hetero-bicyclic alcohol enantiomer, characterized in that a substantially pure enantiomer of the general formula ##STR1## is prepared from a compound of the general formula ##STR2## wherein the variable are as defined as in claim 1. The method comprises the following successive reaction steps:

Process for the stereoselective preparation of a hetero-bicyclic alcohol

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Weesp, Netherlands

Belal Shadid