公开(公告)号：US3935193A

公开(公告)日：1976-01-27

申请号：US102556

申请日：1970-12-29

申请人： Jinnosuke Abe ,  Tetsuo Watanabe ,  Teruo Take ,  Kentaro Fujimoto ,  Tadashiro Fujii ,  Kazuyoshi Nishiie

发明人： Jinnosuke Abe ,  Tetsuo Watanabe ,  Teruo Take ,  Kentaro Fujimoto ,  Tadashiro Fujii ,  Kazuyoshi Nishiie

IPC分类号： C07D499/00 ,  C07D499/04 ,  C07D499/44 ,  C07D99/16

CPC分类号： C07D499/00 ,  Y02P20/55

摘要： Novel diacyl penicillins of the formula ##EQU1## wherein R is alkyl, cycloalkyl, aryl, aralkyl, phenoxyalkyl, heterocyclic carboxyl excepting isoxazole carboxyl derivatives, or ##SPC1##In which benzene ring A may optionally be substituted andB represents a protective group for the amino group, and X is a protective group for the carboxyl group, are produced by reacting a benzyl penicillin ester of the formula ##EQU2## wherein X is as defined above, with a chlorinating agent in the presence of tertiary organic base to obtain an imide chloride group-incorporated compound of the formula ##EQU3## and then reacting the compound of the last-named formula with carboxylate of the formulaR-COOM (IV)wherein M is a metal atom, and R is as defined above.

摘要翻译： 式O CH2-C的新型二酰基青霉素O CH2-C ANGLE S ANGLE CH3 N-CH-CHC ANGLE |||CH3 RC ANGLE ||| O||| O = C-N --- CH-COOX（I）其中R 或烷基，环烷基，芳基，芳烷基，苯氧基烷基，除异恶唑羧基衍生物以外的杂环羧基，或其中任选取代的苯甲烯环，B表示氨基的保护基，X为羧基的保护基， 通过使式S ANGLE CH3 CH2-CO-NH-CH-CHC ANGLE |||CH3 O = C-N --- CH-COOX（II）的苄基青霉素酯反应制备，其中X如上定义， 在叔有机碱的存在下与氯化剂反应，得到式I化合物的酰亚胺氯化物基团化合物。ANGLE CH3 CH2-C = N-CH-CHC ANGLE ||| CH3 ClO = C-N --- CH-COOX，（III），然后使最后命名的化合物与式R-COOM（Ⅳ）的羧酸酯反应，其中M是金属原子，R如上定义。