Preparation of 1-oxacephem compound
    4.
    发明专利
    Preparation of 1-oxacephem compound 失效
    1-氧化物化合物的制备

    公开(公告)号:JPS5936684A

    公开(公告)日:1984-02-28

    申请号:JP14726882

    申请日:1982-08-24

    申请人: Shionogi & Co Ltd

    摘要: NEW MATERIAL:A compound shown by the formula I [R is carboxy-protecting group; R
    1 is (substituted)alkyl, aralkyl, or allyl; X is oxo, or (substituted)methylene; with the proviso that double bond =X may be transferred into the ring to form 3-cephem ring].
    EXAMPLE: 7α-Benzamido-3-methylene-1-dethia-1-oxacephem-4α-carboxylic ester.
    USE: An intermediate for synthesizing 1-oxacephem antibacterial antibiotic, etc.
    PROCESS: For example, an oxazolinoazetidinone compound shown by the formula II(Z is H, or amino-protecting group) is reacted with diazobutyric ester compound shown by the formula III (Y is halogen, or hydroxy), and, if necessary, the amino-protecting group is removed to give 2-diazo-3-substituted-4-(2-oxo-3-amidoazetidin-4-yl)oxybutyric ester shown by the formula IV, which is subjected to carbenoid insertion reaction to give a compound shown by the formula I .
    COPYRIGHT: (C)1984,JPO&Japio

    摘要翻译: 新材料:由式I表示的化合物[R是羧基保护基; R 1是(取代的)烷基,芳烷基或烯丙基; X是氧代,或(取代的)亚甲基; 条件是双键= X可以转移到环中以形成3-头孢烯环]。 实施例:7α-苯甲酰氨基-3-亚甲基-1-脱硫-1-氧代四氢-β-木糖酸酯。 用途:合成1-氧硫氨酸抗菌抗生素等的中间体。方法:将式Ⅱ所示的恶唑啉氮酮酮化合物(Z为H或氨基保护基)与式Ⅲ所示的重氮异丁酸酯化合物 Y是卤素或羟基),如果需要,除去氨基保护基,得到2-重氮基-3-取代-4-(2-氧代-3-氨基吖丁啶-4-基)氧基丁酸酯 式IV,其进行碳插入反应,得到式I所示的化合物。