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    Novel intermediates for synthesis of cephalosporins and process for preparation of such intermediates
    3.
    发明申请
    Novel intermediates for synthesis of cephalosporins and process for preparation of such intermediates 失效
    用于合成头孢菌素的新型中间体及其制备方法

    公开(公告)号：US20060135761A1

    公开(公告)日：2006-06-22

    申请号：US10540770

    申请日：2002-12-26

    Applicant: Debashish Datta ,  Muralikrishna Dantu ,  Brijkishore Mishra ,  Pollepeddi Sharma

    Inventor： Debashish Datta ,  Muralikrishna Dantu ,  Brijkishore Mishra ,  Pollepeddi Sharma

    IPC: C07D501/14

    CPC classification number: C07D501/00 ,  C07C303/24 ,  C07C305/00 ,  Y02P20/55

    Abstract: A novel 4-halo-2-oxyimino-3-oxo butyric acid-N,N-dimethyl formiminium chloride chlorosulfate of formula (I) useful in the preparation of cephalosporin antibiotics wherein X is chlorine or bromine; R is hydrogen, C1-4 alkyl group, an easily removable hydroxyl protective group, —CH2COOR5, or —C(CH3)2COOR5, wherein R5 is hydrogen or an easily hydrolysable ester group. The compound of formula (I) is prepared by reacting 4-halo-2-oxyimino-3-oxobutyric acid of formula (IV1), wherein X, R and R5 are as defined above, with N,N-dimethylformiminium chloride chlorosulphate of formula (VII) in an organic solvent at a temperature ranging from −30° C. to −15° C. The cephalosporins that may be prepared from the intermediate include cefdinir, cefditoren pivoxil, cefepime, cefetamet pivoxil, cefixime, cefmenoxime, cefodizime, cefoselis, cefotaxime, cefpirome, cefpodoxime proxetil, cefquinome, ceftazidime, cefteram pivoxil, ceftiofur, ceftizoxime, ceftriaxone and cefuzonam.

    Abstract translation: 用于制备头孢菌素抗生素的式（I）的新的4-卤代-2-氧亚氨基-3-氧代丁酸-N-，N-二甲基氯化亚硫酸盐，其中X是氯或溴; R为氢，C 1-4烷基，易脱除的羟基保护基，-CH 2 COOR 5或-C（CH 3） 其中R 5是氢或易水解的酯基。其中R 5是氢或易水解的酯基。 式（I）化合物通过使式（IV ）的4-卤代-2-氧亚氨基-3-氧代丁酸（其中X，R和R 5） 与式（VII）的N，N-二甲基甲酰亚胺氯化硫酸盐在有机溶剂中在-30℃至-15℃的温度范围内。可从中间体制备的头孢菌素包括头孢地尼 头孢匹罗，头孢匹肟，头孢他啶，头孢克肟，头孢匹肟，头孢匹肟，头孢噻肟，头孢噻肟，头孢匹罗，头孢泊肟酯，头孢喹肟，头孢他啶，头孢曲松，头孢噻呋，头孢唑肟，头孢曲松和头孢唑胺。

    Intermediates for synthesis of cephalosporins and process for preparation of such intermediates
    4.
    发明授权
    Intermediates for synthesis of cephalosporins and process for preparation of such intermediates 失效
    用于合成头孢菌素的中间体及其制备方法

    公开(公告)号：US07452990B2

    公开(公告)日：2008-11-18

    申请号：US10540770

    申请日：2002-12-26

    Applicant: Debashish Datta ,  Muralikrishna Dantu ,  Brijkishore Mishra ,  Pollepeddi Lakshmi Narayana Sharma

    Inventor： Debashish Datta ,  Muralikrishna Dantu ,  Brijkishore Mishra ,  Pollepeddi Lakshmi Narayana Sharma

    IPC: C07D501/22 ,  C07D501/24 ,  C07D501/36 ,  C07D501/46 ,  C07D501/34 ,  C07C305/14

    CPC classification number: C07D501/00 ,  C07C303/24 ,  C07C305/00 ,  Y02P20/55

    Abstract: A novel 4-halo-2-oxyimino-3-oxo butyric acid-N,N-dimethyl formiminium chloride chlorosulfate of formula (I) useful in the preparation of cephalosporin antibiotics wherein X is chlorine or bromine; R is hydrogen, C1-4 alkyl group, an easily removable hydroxyl protective group, —CH2COOR5, or —C(CH3)2COOR5, wherein R5 is hydrogen or an easily hydrolysable ester group. The compound of formula (I) is prepared by reacting 4-halo-2-oxyimino-3-oxobutyric acid of formula (IV1), wherein X, R and R5 are as defined above, with N,N-dimethylformiminium chloride chlorosulphate of formula (VII) in an organic solvent at a temperature ranging from −30° C. to −15° C. The cephalosporins that may be prepared from the intermediate include cefdinir, cefditoren pivoxil, cefepime, cefetamet pivoxil, cefixime, cefmenoxime, cefodizime, cefoselis, cefotaxime, cefpirome, cefpodoxime proxetil, cefquinome, ceftazidime, cefteram pivoxil, ceftiofur, ceftizoxime, ceftriaxone and cefuzonam.

    Abstract translation: 用于制备头孢菌素抗生素的式（I）的新的4-卤代-2-氧亚氨基-3-氧代丁酸-N-，N-二甲基氯化亚硫酸盐，其中X是氯或溴; R为氢，C 1-4烷基，易脱除的羟基保护基，-CH 2 COOR 5或-C（CH 3） 其中R 5是氢或易水解的酯基。其中R 5是氢或易水解的酯基。 式（I）化合物通过使式（IV ）的4-卤代-2-氧亚氨基-3-氧代丁酸（其中X，R和R 5） 与式（VII）的N，N-二甲基甲酰亚胺氯化硫酸盐在有机溶剂中在-30℃至-15℃的温度范围内。可从中间体制备的头孢菌素包括头孢地尼 头孢匹罗，头孢匹肟，头孢他啶，头孢克肟，头孢匹肟，头孢匹肟，头孢噻肟，头孢噻肟，头孢匹罗，头孢泊肟酯，头孢喹肟，头孢他啶，头孢曲松，头孢噻呋，头孢唑肟，头孢曲松和头孢唑胺。

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