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    • 18. 发明授权
    • Preparation of pyrrol and oxazole compounds: formation of
C-acyl-.alpha.-amino acid esters therefrom
    • 吡咯和恶唑化合物的制备:由其形成C-酰基-α-氨基酸酯
    • US5554764A
    • 1996-09-10
    • US441958
    • 1995-05-16
    • John VerkadeJiansheng Tang
    • John VerkadeJiansheng Tang
    • C07D207/34C07D263/34C07D487/22C07D403/06
    • C07D263/34C07D207/34
    • A process for preparation of new or previously known pyrrol derivatives is provided. The process involves reacting a nitroalkane or a nitroalkene with an isocyanoacetate in the presence of a proprophosphatrane "super base" to prepare the pyrrol compounds. Through production of new pyrrol compounds, new pyrrol derivatives such as dipyrromethane and porphyrin may be synthesized. In addition, the high yields of pyrrol compounds produced according to the method of the invention provide for more efficient production of previously known dipyrromethane and porphyrin compounds. The invention further provides a mild, high yield process for de-esterification of esterified pyrrol and dipyrromethane compounds. The invention also provides a synthetic method for the production of high yields of oxazoles through reaction of an aryl halide or acid anhydride with an isocyanoacetate in the presence of a prophosphatrane "super base". The product oxazoles serve as intermediates for subsequent treatment to provide pharmaceutically interesting C-acyl-.alpha.-amino acid esters.
    • 提供了制备新的或先前已知的吡咯衍生物的方法。 该方法包括在丙基磷酰胺“超级碱”的存在下使硝基烷烃或硝基烯烃与异氰酸乙酯反应以制备吡咯化合物。 通过生产新的吡咯化合物,可以合成新的吡咯衍生物如二吡咯烷和卟啉。 此外,根据本发明的方法生产的高产率的吡咯化合物提供了更有效地生产先前已知的二吡咯烷和卟啉化合物。 本发明还提供了用于酯化的吡咯和二吡咯烷化合物的脱酯化的温和的高收率方法。 本发明还提供了通过芳基卤化物或酸酐与异氰酸乙酸酯在丙磷酸酯“超级碱”的存在下反应生产高产量恶唑的合成方法。 产物恶唑用作后续处理的中间体以提供药学上有趣的C-酰基-α-氨基酸酯。