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    • 7. 发明公开
    • Improvements in or relating to a process for producing beta-lactam compounds
    • Verfahren zur Herstellung von beta-Lactam-Verbindungen。
    • EP0123442A1
    • 1984-10-31
    • EP84302005.8
    • 1984-03-26
    • THE UNIVERSITY OF NOTRE DAME DU LAC
    • Miller, Marvin Joseph
    • C07D205/08
    • C07D205/08C07D205/085Y02P20/55
    • There is described a process for preparing a compound of Formula (IV):
      or an addition salt thereof, in which R is amino, a protected amino group, hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxycarbonyl, carboxy, protected carboxy, or C 1 -C 4 alkyl substituted by hydroxy, halogen, methoxy, amino, protected amino, protected carboxy, or cyano; R' is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxycarbonyl, protected carboxy, carboxy, phenyl, substituted phenyl substituted by C 1 -C 4 alkyl, hydroxy, halogen, C 1 -C 4 alkoxy, amino, protected amino, carboxy, protected carboxy, or cyano, or C 1 -C 4 alkyl substituted by hydroxy, halogen, methoxy, amino, protected amino, carboxy, protected carboxy or cyano; and Z is hydrogen, an acyl group or sulfo group of the formula-SO - 3 M + in which M + is an alkali metal cation or tri- or tetrasubstituted ammonium ion);
      which comprises

      a) ring closure of.a compound of Formula (III):
      in which R, R 1 are as defined above for Formula (IV), Z is acyl or SO 3 - M + , and Y is hydroxy, bromo or chloro, to provide a compound of Formula (IV) in which Z is acyl or SO 3 M+; or,
      b) acylating or treating with pyridine-SO 3 , a compound of Formula (IV) in which Z is hydrogen to produce a compound of Formula (IV) in which Z is other than hydrogen; or
      c) exposing a compound of Formula (IV), in which Z is acyl other than pivaloyl to solvolytic conditions to produce a compound of Formula (IV) in which Z is hydrogen;
      d) and, if desired, removing any protecting groups present and forming an addition salt thereof; and certain compounds per se resulting therefrom.
    • 描述了制备式(IV)化合物的方法:其中R为氨基,被保护的氨基,氢,C 1 -C 4烷基,C 1 -C 4烷氧基羰基,羧基 被保护的羧基或被羟基,卤素,甲氧基,氨基,保护的氨基,被保护的羧基或氰基取代的C 1 -C 4烷基; R 1是氢,C 1 -C 4烷基,C 1 -C 4烷氧基羰基,保护的羧基,羧基,苯基,被C 1 -C 4烷基取代的取代苯基,羟基,卤素,C 1 -C 4烷氧基,氨基,被保护的氨基, 羧基或氰基,或被羟基,卤素,甲氧基,氨基,保护的氨基,羧基,保护的羧基或氰基取代的C 1 -C 4烷基; 并且Z是氢,式-SO 3 M +的酰基或磺基,其中M +是碱金属阳离子或三取代或四取代的铵离子),其包括:a)环 封闭式(III)化合物:其中R 1,R 1如对式(IV)所定义,Z是酰基或SO 3 - ,M +,Y是羟基, 溴或氯,得到其中Z为酰基或SO 3 M +的式(Ⅳ)化合物; 或b)用吡啶-SO 3,其中Z是氢的式(Ⅳ)化合物进行酰化或处理,得到其中Z不是氢的式(Ⅳ)化合物; 或c)将式(Ⅳ)化合物(其中Z是除新戊酰以外的酰基)暴露于溶剂分解条件以制备其中Z为氢的式(Ⅳ)化合物; d),并且如果需要,除去存在的并形成其加成盐的任何保护基团;以及由其产生的某些化合物本身。