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US 4,350,631 AGranted
6- and 4-Substituted-1-azabicyclo[3.2.0]heptan-3,7-dione-2-carboxylates
AssigneeMerck & Co., Inc.
InventorsBurton G. Christensen, David H. Shih
Life of this patent
Estimating the term…
Abstract
Disclosed are 6- and 4-substituted-1-azabicyclo[3.2.0]heptan-3,7-dione-2-carboxylic acid esters and salts (I) which are useful in the preparation of 6-, 1- and 2-substituted carbapenem antibiotics. ##STR1## wherein R.sup.5 is a pharmaceutically acceptable ester moiety or a removable protecting group or an alkali or alkaline earth metal cation such as sodium or potassium and wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, inter alia, independently selected from the group consisting of hydrogen, alkyl, aryl and aralkyl.
Claims7
A compound having the structure:
- ##STR101## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently selected from the group consisting of hydrogen, (R.sup.1 and R.sup.2 are not both hydrogen), substituted and unsubstituted:
- alkyl, alkenyl, and alkynyl, having from 1-10 carbon atoms;
- cycloalkyl, cycloalkylalkyl, and alkylcycloalkyl, having 3-6 carbon atoms in the cycloalkyl ring and 1-6 carbon atoms in the alkyl moieties;
- spirocycloalkyl having 3-6 carbon atoms;
- phenyl;
- aralkyl, aralkenyl, and aralkynyl wherein the aryl moiety is phenyl and the alkyl chain has 1-6 carbon atoms;
- wherein the substituent or substituents relative to the above-named radicals are selected from the group consisting of:
- amino, mono-, di-, and trialkylamino, hydroxyl, alkoxyl, mercapto, alkylthio, phenylthio, sulfamoyl, amidino, guanidino, nitro, chloro, bromo, fluoro, iodo, cyano, and carboxy;
- and wherein the alkyl moieties of the above-recited substituents have 1-6 carbon atoms;
- R.sup.5 is hydrogen, salt cation, a pharmaceutically acceptable ester moiety or a removable blocking group.
7 more elements
Dependencies are inferred from the claim text.