Process for P-nitrobenzyl ester cleavage in cephalosporin
    5.
    发明授权
    Process for P-nitrobenzyl ester cleavage in cephalosporin 失效
    头孢菌素中对硝基苄酯切割的方法

    公开(公告)号:US5536830A

    公开(公告)日:1996-07-16

    申请号:US453911

    申请日:1995-05-30

    CPC classification number: C07D501/00

    Abstract: A process for converting cephalosporin p-nitrobenzyl ester (Formula I) to the corresponding cephalosporin free acid (Formula II) comprising treating the cephalosporin p-nitrobenzyl ester with a metal selected from the group consisting of iron, magnesium, aluminum, and tin, and with hydrochloric acid in a mixture of water and a water-miscible organic solvent. Preferably, the metal is iron in the form of a fine powder, and the reaction is carried out at a temperature in the range of 30.degree.-50.degree. C.

    Abstract translation: 一种将头孢菌素对硝基苄基酯(式I)转化成相应的头孢菌素游离酸(式II)的方法,包括用选自铁,镁,铝和锡的金属处理头孢菌素对硝基苄酯,以及 用盐酸与水和水混溶的有机溶剂的混合物。 优选地,金属是细粉末形式的铁,并且反应在30-50℃的温度下进行。

    Process for preparing Z and E-rotamers of 3-hydroxy cephem derivatives
    6.
    发明授权
    Process for preparing Z and E-rotamers of 3-hydroxy cephem derivatives 失效
    制备3-羟基头孢烯衍生物的Z和E旋转异构体的方法

    公开(公告)号:US5410044A

    公开(公告)日:1995-04-25

    申请号:US19269

    申请日:1993-02-18

    CPC classification number: C07D501/00

    Abstract: A process for the manufacture of 7-acylamino-3-hydroxycephem-4-carboxylate-1-oxide in E-rotamer form (Formula III), comprises reacting a 7-acylamino-3-exomethylenecepham-4-carboxylate-1-oxide with ozone in an inert organic solvent in the presence of a catalytic amount of an organic or inorganic base at a temperature ranging from about -80.degree. C. to about +20.degree. C. The E-rotamer (wherein the 3-hydroxy group is strongly hydrogen bonded to the carbonyl of the 4-ester group) exhibits different chemical and physical properties from and is more thermodynamically stable than, the Z-rotamer (wherein there is no hydrogen bonding between the 3-hydroxy group and the carbonyl of the 4-ester group).

    Abstract translation: 以旋转异构体形式(式III)制备7-酰基氨基-3-羟基头孢-4-羧酸-1-氧化物的方法包括使7-酰基氨基-3-异亚甲基头孢-4-羧酸-1-氧化物与 臭氧在惰性有机溶剂中,在约-80℃至约+20℃的温度范围内,在催化量的有机或无机碱的存在下进行.E-旋转异构体(其中3-羟基是强的 与4-酯基的羰基键合的氢)与Z-旋转异构体(其中3-羟基与4-羟基的羰基之间不存在氢键)具有不同的化学和物理性能,并且比热稳定性更强, 酯基)。

    E-rotamers of 3-hydroy cephem derivatives
    7.
    发明授权
    E-rotamers of 3-hydroy cephem derivatives 失效
    3-羟基头孢烯衍生物的电子旋转异构体

    公开(公告)号:US5631367A

    公开(公告)日:1997-05-20

    申请号:US402095

    申请日:1995-03-10

    CPC classification number: C07D501/00

    Abstract: A process for the manufacture of 7-acylamino-3-hydroxy-cephem-4-carboxylate-1-oxide in E-rotamer form (Formula III), comprises reacting a 7-acylamino-3-exomethylenecepham-4-carboxylate-1-oxide with ozone in an inert organic solvent in the presence of a catalytic amount of an organic or inorganic base at a temperature ranging from about -80.degree. C. to about +20.degree. C. The E-rotamer (wherein the 3-hydroxy group is strongly hydrogen bonded to the carbonyl of the 4-ester group) exhibits different chemical and physical properties from and is more thermodynamically stable than, the Z-rotamer (wherein there is no hydrogen bonding between the 3-hydroxy group and the carbonyl of the 4-ester group).

    Abstract translation: 用于制备E-旋转异构体形式的7-酰基氨基-3-羟基 - 头孢烯-4-羧酸酯-1-氧化物的方法(式III)包括使7-酰基氨基-3-异亚甲基头孢-4-羧酸酯-1-氧化物 氧化物与臭氧在惰性有机溶剂中,在约-80℃至约+20℃的温度范围内,在催化量的有机或无机碱存在下进行。该E-旋转异构体(其中3-羟基 与4-酯基团的羰基结合的强氢键)表现出与Z-旋转异构体(其中3-羟基和羰基之间没有氢键)的化学和物理性质不同,并且比热稳定性更强 4-酯基)。

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