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Details for Patent: 5,053,519

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Details for Patent: 5,053,519

Title: Cis, endo-2-azabicyclo-[3.3.0]-octane-5-carboxylic acids
Abstract:Compounds of the formula I ##STR1## in which the carboxyl group on carbon atom 3 is orientated in the endo-position relative to the bicyclic ring system of cis-configuration, and in which R.sup.1 denotes hydrogen, allyl, vinyl or a side-chain of a naturally occurring .alpha.-aminoacid, which may be protected, R.sup.2 denotes hydrogen, alkyl, alkenyl or aralkyl, Y denotes hydrogen or hydroxyl and Z denotes hydrogen, or Y and Z together denote oxygen, and X denotes alkyl, alkenyl or cycloalkyl, or aryl which is optionally mono-, di- or tri-substituted by alkyl, alkoxy, hydroxyl, halogen, nitro, amino, alkylamino, dialkylamino or methylenedioxy, or denotes indol-3-yl, a process for their preparation, agents containing these compounds and their use.
Inventor(s): Teetz; Volker (Hofheim am Taunus, DE), Geiger; Rolf (Frankfurt am Main, DE), Urbach; Hansjorg (Kronberg/Taunus, DE), Becker; Reinhard (Wiesbaden, DE), Scholkens; Bernward (Kelkheim, DE)
Assignee: Hoechst AG (Frankfurt am Main, DE)
Filing Date:Feb 28, 1989
Application Number:07/318,519
Claims:1. A mixture consisting essentially of enantiomers of the formulas ##STR11## or a salt of such enantiomers with an acid or a base, wherein the hydrogen atoms on the bridge-head carbon atoms in the 1- and 5-positions are in the cis configuration relative to one another and the --CO.sub.2 W group on the carbon atom in the 3-position is oriented in the endo position relative to the bicyclic ring system, and wherein W is hydrogen, alkyl having 1-6 carbon atoms, or aralkyl having 7 or 8 carbon atoms.

2. An enantiomer as in claim 1 wherein the carbon atom in the 3-position of the bicyclic ring system is in the R-configuration.

3. An enantiomer as in claim 1 wherein the carbon atom in the 3-position of the bicyclic ring system is in the S-configuration.

4. A mixture consisting essentially of compounds of the formula ##STR12## or a salt of such compounds, wherein the hydrogen atoms on the bridge-head carbon atoms in the 1- and 5-positions are in the cis configuration relative to one another and the --CO.sub.2 W group on the carbon atom in the 3-position is oriented in the endo position relative to the bicyclic ring system, and wherein W is hydrogen, tert.-butyl, or benzyl.

5. A mixture of compounds as in claim 4 wherein W is hydrogen.

6. A mixture of compounds as in claim 4 wherein W is benzyl.

7. A mixture of compounds as in claim 4 wherein W is tert.-butyl.
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