Patent TW-358810-B (TW)
Title: Heteroatom-containing benzocyclopentane-oxazolidinones
Inventor: STOLLE ANDREAS
IPC: C07D413/14
Filed: 1996-04-12
Granted: 1999-05-21
Abstract: A compound of formula (I) and its interchangeable isomeric form, isomer and salts thereof: wherein R1 represents triazo, hydroxyl, or formula-OR2, O-SO2R3 or -NR4R5 groups, in which R2 represents straight or branched acyl having no more than 8 carbon atoms, or hydroxyl protected groups, R3 represents straight or branched alkyl having no more than 4 carbon atoms, or phenyl substitutable by straight or branched alkyl having no more than 4 carbon atoms, R4 and R5 are the same or different from each other and represent cycloalkyl having 3-6 carbon atoms, hydrogen, phenyl, straight or branched alkyl having no more than 8 carbon atoms or alkoxy or amino protected group, or R4 or R5 represents -CO-R6, P(O)(OR7)(OR8) or -SO2-R9 group, in which R6 represents cycloalkyl having 3-6 carbon atoms or halogen-substituted cycloalkyl; trifluoromethyl, straight or branched alkoxy having no more than 8 carbon atoms, phenyl, benzyloxy or hydrogen, or R6 represents straight or branched alkyl or alkenyl having no more than 8 carbon atoms, randomly substituted by cyano, halogen or trifluoromethyl, or represents under each condition thioalkyl or acyl having no more than 6 carbon atoms, or -NR10R11 group, in which R10 and R11 are the same or different and represent hydrogen, phenyl or straight or branched alkyl having no more than 6 carbon atoms, or R6 represents 5-member aryl heteroring having no more than 3 heteroatoms selected from S, N and/or O, randomly substituted by straight or branched alkyl having no more than 3 carbon atoms; R7 and R8 are the same or different and represent hydrogen or straight or branched alkyl having no more than 4 carbon atoms; R9 represents straight or branched alkyl or phenyl having no more than 4 carbon atoms. A represents the following group: in which G, L, and M are the same or different, and represent hydrogen, halogen, cyano, trifluoromethyl, straight or branched alkyl having no more than 6 atoms, or -CO-NR17R18 group, in which R17 and R18 are the same or different and represent hydrogen, straight or branched alkyl having no more than 4 carbon atoms, or phenyl, R12 represents hydrogen, cycloalkylcarbonyl or cycloalkyl having 3-6 carbon atoms or straight or branched oxo-carbonyl having no more than 6 carbon atoms, or straight or branched alkyl or alkenyl having no more than 10 carbon atoms, which can be randomly substituted by the following groups: cyano, azido, trifluoromethyl, pyridyl, halogen, hydroxyl, carboxyl, straight or branched carbonyl having no more than 6 atoms, benzyloxycarbonyl, aryl having no more than 6-10 carbon atoms, cycloalkyl having 3-6 carbon atoms and/or group R25-S(O)d, in which d denotes number 0 or 2, R25 represents straight or branched alkyl having no more than 4 carbon atoms, benzyl, phenyl or methylphenyl, or R12 represents the following groups, or represents -COOCl3 or straight or branched acyl having no more than 6 carbon atoms and randomly substituted by the following groups: trifluoromethyl, trichloromethyl or -OR26 group, in which R26 represents hydrogen or straight or branched alkyl having no more than 6 carbon atoms which can be randomly substituted by aryl having no more than 10 carbon atoms or R12 represents groups of formula -(CO)c-NR27R28, -NR29-SO2R30, R31R32-N-SO2- or R33-S(O)f, in which is number 0 or 1, R27, R28 and R29 are defined the same as R17 and R18 above and can be the same or different, or form together with nitrogen atom 5-6 member saturated hetero ring containing other heteroatoms randomly selected from N, S and/or O, and can be randomly substituted by straight or branched alkyl or acyl having no more than 3 carbon atoms, which even substitutes other nitrogen atom, R31 and R32 are defined the same as R17 and R18 and can be the same or different, R30 and R33 under all circumstances are defined the same as R25 above and can be the same or different, D represents O or S, E represents O or S or -NH, T represents O or -NH, R13 and R 14 are defined the same as R12 above and can be the same or different, or T represents S, in the proviso: R13 and R14 are defined the same as R12 above, but do not represent hydrogen, or under the condition where R12, R13 and R14 do not represent hydrogen, E and/or T represent -NR34, in which R34 is defined the same as R12 above except for hydrogen and can be the same or different, or R34 represents cyano or -CO2R35, in which R35 represents benzyl or phenyl and is randomly substitutable by nitro or halogen, and W are defined the same as D above or represents N-R14 above and can the same or different, a denotes number 1 or 2, b denotes number 0 or 1, R15 and R16 are defined the same as R12 above and the same as or different from R12.