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    Process for the synthesis of carbapenem intermidiates, and compounds produced
    56.
    发明授权
    Process for the synthesis of carbapenem intermidiates, and compounds produced 失效
    合成碳青霉烯干扰素的方法和所生产的化合物

    公开(公告)号：US06395894B2

    公开(公告)日：2002-05-28

    申请号：US09292257

    申请日：1999-04-15

    申请人： Philip J. Pye ,  Paul J. Reider ,  Kai Rossen ,  Ralph P. Volante

    发明人： Philip J. Pye ,  Paul J. Reider ,  Kai Rossen ,  Ralph P. Volante

    IPC分类号： C07D47714

    CPC分类号： C07D477/04 ,  C07D205/08 ,  Y02P20/55

    摘要： A process of synthesizing a compound of structural formula 6 is disclosed wherein R1 represents H or a suitable protecting group for an alcohol; R2 represents a benzyl, C1-6 alkyl or aryl; Y represents C1-3 alkyl, O, NH or S; X represents O, NH, or S and R5 represents a carboxy protecting group, comprising reacting a compound of formula 5: wherein R1, R2, R5, X and Y are as previously described with a phosphite or phosphonite reagent to produce a compound of formula 6. Further disclosed is an efficient method for the synthesis of a compound of formula 2: which comprises reacting a 4-acyl-2-azetidinone with a titanium, zirconium or hafnium enolate of a 1-hydroxy-2-butanone derivative.

    摘要翻译： 公开了一种合成结构式6的化合物的方法，其中R1表示H或适当的醇保护基; R 2表示苄基，C 1-6烷基或芳基; Y表示C 1-3烷基，O，NH或S; X表示O，NH或S，R 5表示羧基保护基，其包括使式5化合物：其中R 1，R 2，R 5，X和Y如前所述与亚磷酸酯或亚膦酸酯试剂反应以制备式 6.还公开了合成式2化合物的有效方法：其包括使4-酰基-2-氮杂环丁酮与1-羟基-2-丁酮衍生物的钛，锆或锇烯醇化物反应。

    Preparation of betamethyl carbapenem intermediates
    57.
    发明授权
    Preparation of betamethyl carbapenem intermediates 失效
    二甲基碳青霉烯中间体的制备

    公开(公告)号：US06242596B1

    公开(公告)日：2001-06-05

    申请号：US08241958

    申请日：1994-05-12

    申请人： Woo-Baeg Choi ,  Guy R. Humphrey ,  Paul J. Reider ,  Ichiro Shinkai ,  Andrew S. Thompson ,  Ralph P. Volante

    发明人： Woo-Baeg Choi ,  Guy R. Humphrey ,  Paul J. Reider ,  Ichiro Shinkai ,  Andrew S. Thompson ,  Ralph P. Volante

    IPC分类号： C07D20508

    CPC分类号： C07D405/04 ,  C07D205/08 ,  Y02P20/55

    摘要： A process for making a beta methyl carbapenem intermediate is disclosed. A compound of formula I: is contacted in a non-reactive solvent with methyl Meldrum's acid and a base to produce a compound of formula III: Compound III is treated in an aprotic solvent with a scavenging base, an alkali metal halide and a tri-organo silyl protecting compound for nitrogen to produce a compound of formula IV: Compound IV may be reacted with a nucleophile Nu—X in a non-reactive solvent and base, and the mixture acidified to produce a compound of formula V. Compound V may be reacted with mild acid to produce a compound of formula VI.

    摘要翻译： 公开了一种制备β-甲基碳青霉烯中间体的方法。 将式I化合物在非反应性溶剂中与甲基Meldrum酸和碱接触以产生式III化合物：化合物III在非质子溶剂中用清除碱，碱金属卤化物和三 - 用于氮的有机甲硅烷基保护化合物以产生式IV的化合物：化合物IV可以在非反应性溶剂和碱中与亲核试剂Nu-X反应，并将该混合物酸化以产生式V化合物。化合物V可以是 与轻度酸反应生成式Ⅵ化合物。