公开(公告)号：EP0827961A4

公开(公告)日：1998-08-12

申请号：EP97905459

申请日：1997-03-07

申请人： OTSUKA KAGAKU KK

发明人： TORII SIGERU ,  TANAKA HIDEO ,  SASAOKA MICHIO ,  KAMEYAMA YUTAKA

IPC分类号： C07D205/09 ,  C07D205/095 ,  C07D501/00 ,  C07D501/08 ,  C07D501/16 ,  C07D501/59 ,  C07D205/08

CPC分类号： C07D501/00 ,  C07D205/095 ,  Y02P20/55

摘要： A process for preparing allenyl-β-lactam compounds of general formula (II) or 3-halocephem compounds of general formula (III) from halogenated β-lactam compounds of general formula (I) under reaction conditions selected depending on the objective compound. In formula (I), R1 is hydrogen, amino or protected amino; R2 is optionally substituted aryl; n is 0 to 2; R3 is hydrogen or a carboxyl-protecting group; X is halogeno; and Y is halogeno or a leaving group. In formula (II), R1, R2, n and R3 are each as defined above. In formula (III), R1, R3 and X are each as defined above.

公开(公告)号：EP0759427A4

公开(公告)日：1998-07-08

申请号：EP96904294

申请日：1996-03-01

申请人： OTSUKA KAGAKU KK

发明人： TORII SIGERU ,  TANAKA HIDEO ,  SASAOKA MICHIO ,  SUZUKI DAISUKE ,  KAMEYAMA YUTAKA

IPC分类号： C07D205/08 ,  C07D205/085 ,  C07D205/09 ,  C07D205/095 ,  C07D403/04

CPC分类号： C07D205/08 ,  C07D205/085 ,  C07D205/09 ,  C07D205/095 ,  Y02P20/55

摘要： A process for producing a halogenated β-lactam compound, comprising halogenating the allenyl group of an allenyl-β-lactam compound of general formula (1) with a cupric halide and a metal halide into a halogenated β-lactam compound of general formula (2). In formula (1), R1 is hydrogen, amino or protected amino; R2 is hydrogen, halogeno, lower alkoxy, lower acyl or lower alkyl substituted with hydroxyl or protected hydroxyl; R3 is hydrogen or a carboxyl-protecting group; and R4 is optionally substituted hydrocarbyl or -S-S(O)¿n?-Ar (n being 0 to 2 and Ar being optionally substituted aryl). In formula (2), R?1, R2, R3 and R4¿ are each as defined above; and X and Y are each halogeno.

公开(公告)号：EP0592677A4

公开(公告)日：1994-07-06

申请号：EP93903302

申请日：1993-02-03

申请人： OTSUKA KAGAKU KK

发明人： TORII SHIGERU ,  TANAKA HIDEO ,  SASAOKA MITIO ,  SHIROI TAKASHI ,  KAMEYAMA YUTAKA

IPC分类号： C07D205/09 ,  C07D205/095 ,  C07D501/00 ,  C07D501/04 ,  C07D501/14 ,  C07D501/18 ,  C07D501/20 ,  C07D501/22 ,  C07D501/57 ,  C07D501/60 ,  C07D205/08

CPC分类号： C07D205/09 ,  C07D205/095 ,  C07D501/00 ,  Y02P20/55

摘要： A β-lactam compound and a 2-(substituted methyl)-3-cephem compound, both being useful as an intermediate for the synthesis of cephem antibiotics and so forth. The lactam compound is represented by general formula (I), wherein R1 represents protected amino, etc.; R2 represents hydrogen, etc.; R3 represents hydrogen or a protective group for a carboxyl group; R4 represents optionally substituted aryl; and R5 represents optionally substituted alkenyl, etc. The cephem compound is represented by general formula (II), wherein R?1, R2 and R3¿ are each as defined above; and R6 represents optionally substituted aryl.

公开(公告)号：EP0803506A4

公开(公告)日：1998-02-25

申请号：EP96937549

申请日：1996-11-08

申请人： OTSUKA KAGAKU KK

发明人： SASAOKA MICHIO ,  TORII SHIGERU ,  TANAKA HIDEO ,  KIKUCHI RYO ,  KAMEYAMA YUTAKA ,  SORAJO KOUICHI

IPC分类号： A61K31/545 ,  A61K31/546 ,  A61P31/04 ,  B01J27/055 ,  B01J27/122 ,  B01J31/20 ,  C07B61/00 ,  C07D501/00 ,  C07D501/08 ,  C07D501/18 ,  C07D501/59

CPC分类号： C07D501/00 ,  Y02P20/55

摘要： A process for the preparation of 3-halogenocephem derivatives of general formula (2), characterized by reacting an allenyl-β-lactam of general formula (1) with a halogenating agent in the presence of a cuprous or cupric salt: [wherein R1 is hydrogen, amino, or protected amino; R2 is hydrogen, halogeno, lower alkoxy, lower acyl, lower alkyl, lower alkyl having at least one group selected between hydroxyl and protected hydroxyl groups as a substituent, hydroxyl, or protected hydroxyl; R3 is hydrogen or a carboxyl-protecting group; R4 is a residue of an optionally substituted aromatic or nitrogeneous heteroaromatic compound; and n is an integer of 0 to 2] [wherein R?1, R2 and R3¿ are each as defined above; and X is halogeno].

公开(公告)号：EP0678520A4

公开(公告)日：1996-04-17

申请号：EP94931679

申请日：1994-11-04

申请人： OTSUKA KAGAKU KK

发明人： TORII SHIGERU ,  TANAKA HIDEO ,  SASAOKA MICHIO ,  SHIROI TAKASHI

IPC分类号： B01J21/02 ,  B01J31/12 ,  C07B61/00 ,  C07D501/00 ,  C07D501/08 ,  C07D501/22

CPC分类号： C07D501/00 ,  Y02P20/55

摘要： A process for producing a 3-substituted cephem compound from an allenyl-β-lactam compound which can readily be prepared from an inexpensive penicillin compound in a short reaction path. The process comprises reacting an allenyl-β-lactam compound with an organohalogen compound in the presence of an at least equimolar amount of a metal having a standard oxidation-reduction potential of -0.3 V/SCE or less and 0.0001 - 0.5 mol, per mole of the lactam, of a metallic compound having a standard oxidation-reduction potential higher than that of the above metal.

公开(公告)号：EP0999213A4

公开(公告)日：2000-05-10

申请号：EP98905768

申请日：1998-03-05

申请人： OTSUKA KAGAKU KK

发明人： TORII SIGERU ,  TANAKA HIDEO ,  KAMEYAMA YUTAKA ,  TOKUMARU YOSHIHISA

IPC分类号： C07D499/00 ,  C07D499/06 ,  C07D499/46 ,  C07D499/87

CPC分类号： C07D499/00

摘要： A process for preparing an exo-methylenepenam compound represented by the formula (2) wherein cephem compound represented by the formula (1) is reduced with a metal having a standard oxidation-reduction potential of up to -0.3 (V/SCE) in an amount of at least one mole per mole of the cephem compound and with a metal compound having a higher standard oxidation reduction potential than the metal in an amount of 0.0001 to 10 moles per mole of the cephem compound to obtain the exo-methylenepenam compound wherein R is a hydrogen atom, amino or protected amino, R is a hydrogen atom, halogen atom, etc. R is a hydrogen atom or carboxylic acid protective group, X is a halogen atom, etc. wherein R , R and R are as defined above.d

摘要翻译： 制备通式（2）的外型 - 亚甲基戊酰胺化合物的方法，其中R1代表氢原子，氨基或被保护的氨基; R2代表氢原子，卤素原子等; 和R 3代表氢原子或羧基保护基，其特征在于还原通式（1）的头孢烯化合物，其中R 1，R 2和R 3各自如上所定义; X表示卤素原子等，至少等摩尔量的标准氧化还原电位为-0.3（V / SCE）以下的金属和0.0001〜30摩尔每摩尔化合物的 具有比金属高的标准氧化还原电位的金属化合物。

公开(公告)号：EP0831156A4

公开(公告)日：1999-05-19

申请号：EP97906850

申请日：1997-03-07

申请人： OTSUKA KAGAKU KK

发明人： TORII SIGERU ,  TANAKA HIDEO ,  SASAOKA MICHIO ,  KAMEYAMA YUTAKA

IPC分类号： C07D501/04 ,  C07D501/60 ,  C25B3/02

CPC分类号： C25B3/02

摘要： A process for the preparation of 3-alkoxymethylcephems, characterized by electrolytically oxidizing a 3-thiomethylcephem of general formula (I) (wherein R1 is hydrogen, amino or protected amino; R2 is optionally substituted aryl; and R3 is hydrogen or a carboxyl-protecting group) in the presence of a lower alcohol into a 3-alkoxymethylcephem of general formula (II) (wherein R1, R2 and R3 are each as defined above; and R4 is lower alkyl).

摘要翻译： 一种制备3-烷氧基甲基头孢的方法，其特征在于电解氧化通式（I）的3-硫代甲基头孢烯（其中R1是氢，氨基或被保护的氨基; R2是任选取代的芳基;并且R3是氢或羧基保护 （II）（式中，R 1，R 2和R 3与上述相同，R 4为低级烷基）的3-烷氧基甲基头孢烯在低级醇的存在下进行反应。

公开(公告)号：EP0759428A4

公开(公告)日：1998-11-11

申请号：EP96905014

申请日：1996-03-07

申请人： OTSUKA KAGAKU KK

发明人： TORII SIGERU ,  TANAKA HIDEO ,  SASAOKA MICHIO ,  KAMEYAMA YUTAKA

IPC分类号： C07D205/09 ,  C07D499/00 ,  C07D499/06 ,  C07D205/08

CPC分类号： C07D499/00 ,  C07D205/09

摘要： A process for the production of a halogenated β-lactam compound represented by general formula (2) which comprises replacing the hydroxyl group of a halogenated β-lactam compound represented by general formula (1) with a halogen atom or a leaving group. Another process for the production of an exomethylene penam compound represented by general formula (5) which comprises reducing a halogenated β-lactam compound represented by general formula (2) with at least the equimolar amount of a metal having a standard oxidation-reduction potential of -0.3 (V/SCE) or below and 0.0001 to 10 times by mol as much a metal compound having a standard oxidation-reduction potential higher than that of the former metal, or employing the electrolytic reduction method.

公开(公告)号：EP1178026A4

公开(公告)日：2007-04-25

申请号：EP01912210

申请日：2001-03-09

申请人： OTSUKA KAGAKU KK

发明人： TANAKA HIDEO ,  KAMEYAMA YUTAKA

IPC分类号： C07B41/00 ,  C07C45/29 ,  C07C45/30 ,  C07C67/40 ,  C25B3/02 ,  C07B33/00 ,  C07C49/213 ,  C07C49/233 ,  C07C49/255 ,  C07C69/738 ,  C07D307/33 ,  C07D309/30

CPC分类号： C25B3/02 ,  C07B41/00 ,  C07C45/29 ,  C07C45/294 ,  C07C45/30 ,  C07C67/40 ,  C07C69/716

摘要： A process for producing an oxide having a higher degree of oxidation than an alcohol, characterized by depositing the alcohol compound and an oxidation catalyst on silica gel and oxidizing the compound with an oxidizing agent; and a process for producing an oxide having a higher degree of oxidation than an alcohol, characterized by depositing the alcohol compound on silica gel and then electrolytically oxidizing the compound.

公开(公告)号：EP1209160A4

公开(公告)日：2002-10-30

申请号：EP00956785

申请日：2000-08-30

申请人： OTSUKA KAGAKU KK

发明人： TANAKA HIDEO ,  KAMEYAMA YUTAKA

IPC分类号： B01J31/30 ,  C07B61/00 ,  C07D501/00 ,  C07D501/04 ,  C07D501/16 ,  C07D501/22 ,  C07D501/24 ,  C07B37/04 ,  B01J23/755

CPC分类号： C07D501/00 ,  Y02P20/55

摘要： A process for the preparation of 3-alkenylcephem or 3-norcephem compounds represented by general formula (3), characterized by treating a 3-cephem compound of general formula (1) in a solvent with an alkenyl halide of general formula (2), a nickel catalyst, a metal having a standard redox potential of -0.3 (V/SCE) or below , and a compound of a metal having a standard redox potential higher than that of the above metal. Formula (1) (wherein R1 is hydrogen or the like; R2 is hydrogen or the like; R3 is hydrogen or a carboxyl-protecting group; and X is halogeno or the like). (Formula 2) R4-Y wherein R4 is optionally substituted 1-alkenyl; and Y is halogeno. Formula (3) (wherein R?1, R2, and R3¿ are each as defined above; and R5 is hydrogen or optionally substituted 1-alkenyl).

摘要翻译： 1.一种制备式（3）的3-链烯基头孢烯化合物或3-去头孢烯化合物的方法，其特征在于式（2）的烯基卤，镍催化剂，高达-0.3（V / SCE） 在标准氧化还原电位和具有比金属更高的标准氧化还原电位的金属的化合物在溶剂中作用于式（1）的3-头孢烯化合物，其中R 1是 氢原子等，R 2为氢原子等，R 3为氢原子或羧酸保护基，X为卤素原子等，R 4 -Y其中R 4是具有或不具有取代基的1-烯基，Y是卤素原子其中R 1，R 2和R 3如上所定义，R 5是 氢原子或具有或不具有取代基的1-烯基。