KR830006309A - Process for preparing cefem compound - Google Patents

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Process for preparing cefem compound

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Claims (59)

The following structural compounds or salts thereof Thiazole or halogen, cyano, hydroxy, amino, acylamino, lower alkanoyl, hydroxycarbamoyl, alkylcarbamoyl, carboxy, protected carboxy, lower alkyl, hydroxy, where R ^3a may be suitable substituted Reacted with a compound of the formula: pyridine substituted with (lower) alkyl, sulfo (lower) alkyl, protected amino (lower) alkyl, amino (lower) alkyl, carboxy (lower) alkyl and hydroxyimino (lower) alkyl A process for preparing novel cefem compounds of the formula or their pharmaceutically acceptable salts. In the above formula R ¹ is an amino or protected amino group; R ² is hydrogen, a lower aliphatic hydrocarbon group which may be substituted with a suitable substituent, cyclo (lower) alkyl or cyclo (lower) alkenyl; and R ³ is a thiazio group or halogen, cyano, hydroxy, amino, acylamino, lower alkanoyl, hydroxycarbamoyl, alkylcarbamoyl, carboxy, lower alkylhydroxy, which may be substituted with suitable substituents, A pyri substituted with a substituent selected from lower alkyl, hydroxy (lower) alkyl, sulfo (lower) alkyl, protected amino (lower) alkyl, amino (lower) alkyl, carboxy (lower) alkyl and hydroxyimino (lower) alkyl Dinio group; R ⁴ is a group which may be substituted with a group of the structural formula R ³ In the following structural compounds or amino groups, the reactive derivatives thereof or salts thereof And the reactive derivatives thereof or salts thereof in the following structural compounds or carboxy groups Reacting to produce novel cefem compounds of the following structural compounds or pharmaceutically acceptable salts thereof. In the above formula R ¹ is an amino or protected amino group; R ² is hydrogen, a lower aliphatic hydrocarbon group which may be substituted with a suitable substituent, cyclo (lower) alkyl or cyclo (lower) alkenyl; and R ³ is a thiazio group or halogen, cyano, hydroxy, amino, acylamino, lower alkanoyl, hydroxycarbamoyl, alkylcarbamoyl, carboxy, protected carboxy, lower which may be substituted with suitable substituents Alkyl, hydroxy (lower) alkyl, sulfo (lower) alkyl, protected amino (lower) alkyl, amino (lower) alkyl, Pyridino groups substituted with carboxy (lower) alkyl and hydroxyamino (lower) alkyl The following structural compounds or salts thereof are tailored to the elimination of amino-protecting groups A method for preparing a novel cefem compound of the formula or a pharmaceutically acceptable salt thereof. In the above structural formula R ¹ is an amino or protected amino group; R ² is hydrogen, a lower aliphatic hydrocarbon group which may be substituted with a suitable substituent, cyclo (lower) alkyl or cyclo (lower) alkenyl; and R ^3c is a pyridinio group substituted with amino (lower) alkyl R ^3b is a pyridinio group substituted with a protected amino (lower) alkyl The following structural compounds or salts thereof are tailored to the removal of carboxy-protecting groups A method for producing a novel cefem compound of the formula or a pharmaceutically acceptable salt thereof. In the above formula R ¹ is an amino or protected amino group; R ^2b is carboxy (lower) alkyl; R ³ is a thiaziolio group which may be substituted with a suitable substituent or halogen, cyano, hydroxy, amino, acylamino, lower alkanoyl, hydroxycarbamoyl, alkcarbamoyl, carboxy, protected carboxy, lower Alkyl, hydroxy (lower) alkyl, sulfo (lower) alkyl, protected amino (lower) alkyl, amino (lower) alkyl, carboxy (lower) alkyl and hydroxyimino (lower) alkyl; R ^2a is a protected carboxy (lower) alkyl, The following structural compound is matched by the removal of the carboxy-protecting group A method for preparing a novel cefem compound of the formula or a pharmaceutically acceptable salt thereof. In the above structural formula R ¹ is an amino or protected amino group; R ² is hydrogen, lower aliphatic, hydrocarbon group, cyclo (lower) alkyl or cyclo (lower) alkenyl, which may be substituted with a suitable substituent; R ³ is a thiaziolio group which may be substituted with a suitable substituent or halogen, cyano, hydroxy, amino, acylamino, lower alkanoyl, hydroxycarbamoyl, alkcarbamoyl, carboxy, protected carboxy, lower A substituent selected from the group consisting of alkyl, hydroxy (lower) alkyl, sulfo (lower) alkyl, protected amino (lower) alkyl, amino (lower) alkyl, carboxy (lower) alkyl and hydroxyimino (lower) alkyl Substituted pyridinio groups; R ⁵ is a protected carboxy group X is an acid residue. By reducing the following structural compounds or salts thereof Next method for preparing the structural compounds or salts thereof. In the above structural formula R ¹ is an amino or protected amino group; R ² is hydrogen, lower aliphatic, hydrocarbon group, cyclo (lower) alkyl or cyclo (lower) alkenyl which may be substituted with a suitable substituent; R ³ is a thiaziolio group which may be substituted with a suitable substituent or halogen, cyano, hydroxy, amino, acylamino, lower alkanoyl, hydroxycarbamoyl, alkcarbamoyl, carboxy, protected carboxy, lower Alkyl, hydroxy (lower) alkyl, sulfo (lower) alkyl, protected amino (lower) alkyl, amino (lower) alkyl, carboxy (lower) alkyl and hydroxyimino (lower) alkyl; R ⁵ is a protected carboxy group; X is acid residue; ※ Note: This is to be disclosed based on the first application.