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    Cyclization to form cephem ring and intermediates therefor
    1.
    发明授权
    Cyclization to form cephem ring and intermediates therefor 失效
    环化形成头孢烯环及其中间体

    公开(公告)号：US4160085A

    公开(公告)日：1979-07-03

    申请号：US856806

    申请日：1977-12-01

    申请人： Teruji Tsuji ,  Yoshio Hamashima ,  Mitsuru Yoshioka ,  Masayuki Narisada ,  Hiroshi Tanida ,  Taichiro Komeno ,  Wataru Nagata

    发明人： Teruji Tsuji ,  Yoshio Hamashima ,  Mitsuru Yoshioka ,  Masayuki Narisada ,  Hiroshi Tanida ,  Taichiro Komeno ,  Wataru Nagata

    IPC分类号： C07D205/095 ,  C07D501/08 ,  C07D501/10 ,  C07D501/20 ,  C07D501/59 ,  C07D501/02

    CPC分类号： C07D205/095 ,  Y02P20/55

    摘要： Intermediates represented by the following formulas are useful for synthesizing 3-hydroxy-3-cephem compounds ##STR1## wherein A and B each is a hydrogen or amino substituent; R is a hydrogen or thiol substituent; Hal is a halogen; X is a hydroxy or carboxy protecting group; the broken line between A and R shows that when R and B are hydrogens, and A is a carboxylic acyl, the substituents can be combined to form an azetidinothiazoline bicyclic ring; and the enamine derivatives thereof. One embodiment provides for cyclizing a compound of the formula: ##STR2## wherein A, B, X and Hal are as defined above, which comprises treating the said compound with an acid, base, or solvent if required in the presence of a catalyzer to give a compound represented by following formula ##STR3## In a further embodiment a compound represented by the following formula ##STR4## wherein A, B, R and X are as defined above, is prepared by a process which comprises treating an enamine of a compound represented by following formula ##STR5## wherein A, B, R, X, Hal and broken line are as defined above, with a disubstituted amino containing from 2 to 20 carbon atoms, with the action of an aqueous acid.

    摘要翻译： 由下式表示的中间体可用于合成3-羟基-3-头孢烯化合物，其中A和B各自为氢或氨基取代基; R是氢或硫醇取代基; 卤素是卤素; X是羟基或羧基保护基; A和R之间的虚线表示当R和B为氢时，A为羧酰基时，可以将取代基结合形成氮杂环丁烷异噻唑啉双环; 及其烯胺衍生物。 一个实施方案提供使下式化合物环化：其中A，B，X和Hal如上定义，其包括如果需要，在催化剂存在下用酸，碱或溶剂处理所述化合物， 得到由下式表示的化合物。在另一个实施方案中，由以下通式表示的化合物其中A，B，R和X如上定义的化合物通过包括处理烯胺 其中A，B，R，X，Hal和虚线如上所定义，与含有2-20个碳原子的二取代的氨基酸反应。

    Azetidinone intermediates for cephalosporin analogs
    9.
    发明授权
    Azetidinone intermediates for cephalosporin analogs 失效
    氮杂环丁酮中间体用于头孢菌素类似物

    公开(公告)号：US4592865A

    公开(公告)日：1986-06-03

    申请号：US589670

    申请日：1984-03-13

    申请人： Masayuki Narisada ,  Hiroshi Onoue ,  Teruji Tsuji ,  Yasuhiro Nishitani ,  Mitsuru Yoshioka ,  Yoshio Hamashima ,  Wataru Nagata

    发明人： Masayuki Narisada ,  Hiroshi Onoue ,  Teruji Tsuji ,  Yasuhiro Nishitani ,  Mitsuru Yoshioka ,  Yoshio Hamashima ,  Wataru Nagata

    IPC分类号： C07D205/08 ,  C07D205/085 ,  C07D403/12 ,  C07D405/12 ,  C07D417/12 ,  C07D505/00 ,  C07F9/568 ,  C07D498/04

    CPC分类号： C07F9/5683 ,  C07D205/085 ,  C07D505/00

    摘要： Intermediates of the following formula are useful for the synthesis of 1-oxacephalosporins. Their preparation from penicillins and the transformation process to make 1-oxacephalosporins are disclosed. The compounds are of the formula: ##STR1## wherein A is amino or a selected acylamino;COB is carboxy or a selected protected-carboxy;X is halogen or the group ORin which R is a group represented by following formulas: ##STR2## wherein Nu is a selected nucleophilic group; R.sup.1 is a group of the following formula: ##STR3## in which Hal is halogen or alkylsulfonyloxy and R.sup.2 is alkyl or aryl; andY is hydrogen or methoxy; with the proviso that when R is propargyl or 2-oxopropyl andR.sup.1 is ##STR4## A is in the 3.alpha.-configuration and Y is 3.beta.-hydrogen or A is in the 3.beta.-configuration and Y is 3.alpha.-methoxy.

    摘要翻译： 下列配方的中间体可用于合成1-氧杂七环素。 公开了它们从青霉素的制备和制备1-氧杂七环素的转化过程。 化合物具有下式：其中A是氨基或选择的酰氨基; COB是羧基或选择的保护羧基; X是卤素或基团OR，其中R是由下式表示的基团：CH2CCH，CH2CCNu，CH2CHCH2，＆lt; IMAGE＆gt;＆gt;其中Nu是选择的亲核基团; R1是下式的基团：其中Hal是卤素或烷基磺酰氧基，R2是烷基或芳基的 Y为氢或甲氧基; 条件是当R为炔丙基或2-氧代丙基且R 1为A 3构型时，Y为3个β-氢，或A为3个β-构型，Y为3个α-甲氧基。