Cyclopentane derivatives and process for preparing them
AssigneeHoechst Aktiengesellschaft
InventorsWilhelm Bartmann, Rudolf Kunstmann, Ulrich Lerch, Bernward Scholkens
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Abstract
The present invention relates to cyclopentane derivatives similar to prostaglandins. Due to their antiprostaglandin effect they have valuable properties as medicaments.
Claims4
A compound of the formula ##STR13## and the physiologically tolerable metal and amine salts thereof, wherein R.sub.1 and R.sub.2, taken together, are oxygen;
- R.sub.1 and R.sub.2, taken separately, are each hydrogen or hydroxy but R.sub.1 and R.sub.2 are different;
- R.sub.3 is hydrogen or alkyl having 1 to 5 carbon atoms;
- U is --(CH.sub.2).sub.m --, where
- m is 0 to 5, or is ##STR14## where R.sub.4 and R.sub.5 are the same or different and are hydrogen or alkyl having 1 to 5 carbon atoms;
- V is a single bond, oxygen, ##STR15## R.sub.6 and R.sub.7 are the same or different and are hydrogen or alkyl having 1 to 5 carbon atoms;
- W is a single bond or ##STR16## where R.sub.8 and R.sub.9 are the same or different and are hydrogen or alkyl having 1 to 5 carbon atoms;
- and
- X is --(CH.sub.2).sub.m --,
- where m is 0 to 5.
A process for the preparation of compound as in claim 1 which comprises heating a compound of the following formula ##STR17## wherein R.sub.1, R.sub.2, U, V, W and X have the meanings set forth in claim 6, R.sub.3 and R.sub.10 are identical or different and represent alkyl having 1 to 5 carbon atoms and R.sub.11 is hydrogen, cycloalkyl having 5 to 8 carbon atoms, tetrahydropyranyl, aliphatic or cycloaliphatic carboxy acyl having up to 10 carbon atoms, alkylsulfonyl having 1 to 5 carbon atoms or aryl or arylsulfonyl each having 6 to 8 carbon atoms, in an aprotic solvent in the presence of a catalytic amount of an acid between 15.degree. and 125.degree. C and optionally reducing with sodium borohydride the compound obtained when R.sub.1 and R.sub.2 together represent oxygen.
Dependencies are inferred from the claim text.