Patent EP-0237397-B1 (EP)
IPC: C07J31/00
Filed: 1987-02-24
Granted: 1990-02-07
Abstract: 1. The products of general formula I :   see diagramm : EP0237397,P31,F2   in which R represents : - either a hydrogen atom, - or an alkyl, alkenyl or alkynyl radical having at most 8 carbon atoms possibly substituted by a radical chosen from the following radicals : hydroxyl, carboxy, methoxycarbonyl, ethoxycarbonyl, amino, tritylamino, chloroacetylamino, trifluoroacetylamino, trichloroethoxycarbonylamino, methylamino, dimethylamino or halogen, - or an aryl or aralkyl radical optionally substituted by a radical chosen from the following radicals : hydroxyl carboxy, methoxycarbonyl, ethoxycarbonyl, amino, methylamino, dimethylamino, methyl methoxy or methylthio, - or an alkoxy, carboxy, methoxycarbonyl, ethoxycarbonyl or dialkylamino radical, - or a hydrogen atom, - or a trialkylsilyl radical, R6 and R7 are such that, either R6 and R7 form with the carbons that carry them a cyclopropyl radical, or R6 represents a hydrogen atom and R7 represents the R1 radical, R1 representing : - either a hydrogen atom, - or an alkyl, alkenyl or alkynyl radical having at most 6 carbon atoms, optionally substituted by a radical chosen from the following radicals : hydroxyl, carboxy, methoxycarbonyl, ethoxycarbonyl, amino, tritylamino, chloroacetylamino, trifluoroacetylamino, trichloroethoxy-carbonylamino, methylamino, dimethylamino or halogen, - or an acetylthio radical, R2 represents a methyl or ethyl radical, X and Y are such that : - either X represents a hydroxyl, acetyloxy, propionyloxy, methoxy or ethoxy radical and Y represents either a -CH2 CH2 CO2 M in which M represents a hydrogen atom, an alkali metal atom or an ammonium radical, - or a -CH2 CH2 -CH2 OH radical - or X and Y together represent a radical :   see diagramm : EP0237397,P32,F1   or   see diagramm : EP0237397,P32,F2   - or X and Y together represent a radical   see diagramm : EP0237397,P32,F3   in which alk represents an alkyl radical containing at most 8 carbon atoms, - or X and Y together represent a radical   see diagramm : EP0237397,P32,F4   or X represents a hydroxyl radical and Y a   see diagramm : EP0237397,P32,F5   M being defined as above, - or X represents a hydroxyl, acetyloxy, propionyloxy, methoxy or ethoxy radical and Y represents, either a hydrogen atom or Y represents R4 , R4 representing an alkyl, alkenyl or alkynyl radical having at most 6 carbon atoms, the dotted lines at position 1 (2) and 6 (7) indicate the possible presence of a second bond between the carbons that carry them, it being understood that there cannot be a second bond at position 6 (7) when R6 and R7 form a cyclopropyl radical with the carbons which carry them, the wavy lines at position 6 and 7 indicate that the substituents R6 and R7 can be found at one of the possible positions alpha or beta, it being understood that R cannot represent a hydrogen atom when R6 and R7 each represent a hydrogen atom, R2 represents a methyl radical, X represents a hydroxy, acetyloxy, propionyloxy, methoxy or ethoxy radical and Y represents a hydrogen atom or R4 and the dotted lines at position 1 (2) and 6 (7) together do not represent a second bond between the carbons which carry them.