DrugPatentWatch Database Preview
« Back to Dashboard
|Title:||Azabicycloamino carboxylic acid intermediates|
|Abstract:||Disclosed are cis, exo- and trans-compounds of the formula I ##STR1## in which n denotes 0, 1 or 2, R.sub.1 denotes hydrogen (C.sub.1 -C.sub.6)-alkyl which can optionally be substituted by amino, (C.sub.1 -C.sub.4)-acyl- or bezoylamino, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.5 -C.sub.9)-cycloalkyl, (C.sub.5 C.sub.9)-cycloalkenyl, (C.sub.5 -C.sub.7)-cycloalkyl-(C.sub.1 -C.sub.4)-alkyl, aryl or partially hydrogenated aryl, which can, in each case, be substituted by (C.sub.1 C.sub.2)-alkyl, (C.sub.1 -C.sub.2)-alkoxy or halogen, aryl-(C.sub.1 -C.sub.4)-alkyl, [which can be substituted as defined previously in the aryl radical], a monocyclic or bicyclic sulfur or nitrogen and/or nitrogen heterocyclic radical, or a side chain of naturally occurring aminoacid, R.sub.2 denotes hydrogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl or aryl-(C.sub.1 -C.sub.4)-alkyl, Y denotes hydrogen or hydroxyl, Z denotes hydrogen or Y and Z together denote oxygen, X denotes (C.sub.1 -C.sub.6)-alkyl, (C.sub.2 -C.sub.6)-alkenyl, (C.sub.5 -C.sub.9)-cycloalkyl or aryl which can be mono-, di- or tri- substituted by (C.sub.1 - C.sub.4)-alkyl, (C.sub.1 -C.sub.4)-alkoxy, hydroxyl, halogen, nitro, amino, (C.sub.1 -C.sub.4)-alkylamino, di-(C.sub.1 -C.sub.4 -alkylamino or methylenedioxy, or indol-3-yl, or physiologically acceptable salts thereof, a process of the preparation thereof, agents containing them, their use as a medicine and intermediates for the preparation thereof.|
|Inventor(s):||Urbach; Hansjorg (Kronberg/Taunus, DE), Henning; Rainer (Frankfurt am Main, DE), Teetz; Volker (Hofheim am Taunus, DE), Geiger; Rolf (Frankfurt am Main, DE), Becker; Reinhard (Wiesbaden, DE), Gaul; Holger (Niederneisen, DE)|
|Assignee:||Hoechst Aktiengesellschaft (Frankfurt am Main, DE)|
|Filing Date:||Jan 23, 1990|
|Claims:||1. A compound of formula ##STR34## wherein: the C atoms at the 2-, 3a- and 7a-positions are asymmetric (chiral) centers; |
the H atoms on the C atoms in the 3a- and 7a-positions are in the trans configuration relative to one another; and
W' is hydrogen or a group which can be cleaved by hydrogenolysis or acid hydrolysis.
2. A compound as in claim 1, wherein W' is hydrogen, (C.sub.1 -C.sub.18)alkyl or (C.sub.7 -C.sub.10)aralkyl.
3. A compound as in claim 1, wherein the hydrogen atoms on the bridgehead C atom in the 3a-position and on the C atom in the 2-position of the bicyclic ring system are on the same side of the reference plane of the ring atoms.
4. A compound as in claim 1, wherein the hydrogen atoms on the bridgehead C atom in the 3a-position and on the C atom in the 2-position of the bicyclic ring system are on the opposite side of the reference plane of the ring atoms.
5. A compound as in claim 1, which is octahydroindole-2-carboxylic acid.