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    • 2. 发明授权
    • Synthesis of 4,7-dialkyl chromogenic glycosides of N-acetylneuraminic acids
    • N-乙酰神经氨酸的4,7-二烷基显色糖苷的合成
    • US06303764B1
    • 2001-10-16
    • US09406024
    • 1999-09-24
    • Om SrivastavaGeeta SrivastavaMinghui DuOle HindsgaulDavid R. BundleAvraham Liav
    • Om SrivastavaGeeta SrivastavaMinghui DuOle HindsgaulDavid R. BundleAvraham Liav
    • G07G300
    • C07K14/005C12N2760/16122C12N2760/16222C12P19/14
    • The present invention provides an improved method of preparing a 4,7-di-O-alkyl chromogenic ketoside of N-acetylneuraminic acid (Neu5Ac) for use in detecting influenza virus types A and B. The ketosides are substrates that are selectively cleaved by a neuraminidase on influenza virus, but not be neuraminidases found on other viruses or on bacteria. The synthesis is efficient and provides large quantities of the ketoside for commercial development. The synthesis includes a step of alkylating the 4- and 7-hydroxyl groups of a protected alkyl ester alkyl ketoside derivative of Neu5Ac by a process that comprises contacting the derivative with a composition comprising an alkyl halide to form a 4,7-di-O-alkyl protected alkyl ester alkyl ketoside derivative of Neu5Ac. The synthesis alternatively includes protecting the 8- and 9-hydroxyl groups of an alkyl ester alkyl ketoside derivative of Neu5Ac by forming an 8,9-epoxide protected alkyl ester alkyl ketoside derivative of Neu5Ac.
    • 本发明提供一种制备用于检测A型和B型流感病毒的N-乙酰神经氨酸(Neu5Ac)的4,7-二-O-烷基显色酮面的改进方法。酮是一种由 神经氨酸酶对流感病毒,但不是在其他病毒或细菌上发现的神经氨酸酶。 该合成是有效的,并为商业开发提供大量的酮基。 该合成包括通过包括使衍生物与包含烷基卤的组合物接触以形成4,7-二-O-的方法使得Neu5Ac的被保护的烷基酯烷基酮酮衍生物的4-和7-羟基烷基化的步骤 烷基保护的烷基酯Neu5Ac的烷基酮基衍生物。 合成交替地包括通过形成Neu5Ac的8,9-环氧化物保护的烷基酯烷基酮内酯衍生物来保护Neu5Ac的烷基酯烷基酮酮衍生物的8-和9-羟基。
    • 3. 发明授权
    • Syntheses of 4-alkyl chromogenic glycosides and 7-alkyl chromogenic glycosides of N-acetylneuraminic acids
    • N-乙酰神经氨酸的4-烷基显色糖苷和7-烷基显色糖苷的合成
    • US06420552B1
    • 2002-07-16
    • US09650162
    • 2000-08-29
    • Om SrivastavaGeeta SrivastavaMinghui DuOle HingsgaulDavid R. Bundle
    • Om SrivastavaGeeta SrivastavaMinghui DuOle HingsgaulDavid R. Bundle
    • C07H100
    • C07H15/04C07H7/027
    • The present invention provides improved method of preparing a 4-O-alkyl chromogenic ketoside of N-acetylneuraminic acid (Neu5Ac) and a 7-O-alkyl chromogenic ketoside of N-acetylneuraminic acid (Neu5Ac) for use in the selective detection of various influenza viruses and parainfluenza viruses. The ketosides are substrates that are selectively cleaved by a neuraminidase on the virus to be detected, but not by neuraminidases found on other viruses or on bacteria, or on the cells of the host. The syntheses are efficient and provide large quantities of the ketosides for commercial development. The synthesis includes a step of alkylating the 4- or 7-hydroxyl groups of a protected alkyl ester alkyl ketoside derivative of Neu5Ac by processes that include contacting the derivative with a composition comprising an alkyl halide to form a 4- or a 7-O-alkyl protected alkyl ester alkyl ketoside derivative of Neu5Ac. The syntheses alternatively include protecting the 8- and 9-hydroxyl groups of an alkyl ester alkyl ketoside derivative of Neu5Ac by forming an 8,9-ketal or an 8,9-epoxide protected alkyl ester alkyl ketoside derivative of Neu5Ac.
    • 本发明提供了制备用于选择性检测各种流感的N-乙酰神经氨酸(Neu5Ac)的4- O-烷基显色酮面和N-乙酰神经氨酸(Neu5Ac)的7- O-烷基显色酮二酮的改良方法 病毒和副流感病毒。 酮氧化物是被待检测的病毒上的神经氨酸酶选择性地切割而不是其它病毒或细菌或宿主细胞上发现的神经氨酸酶的底物。 合成是有效的,并提供大量用于商业开发的酮基。 合成包括通过包括使衍生物与包含烷基卤化物的组合物接触以形成4-或7- O-O-的方法使Neu5Ac的被保护的烷基酯烷基酮酮衍生物的4-或7-羟基烷基化的步骤 烷基保护的烷基酯Neu5Ac的烷基酮基衍生物。 所述合成交替包括通过形成Neu5Ac的8,9-缩酮或8,9-环氧化物保护的烷基酯酮基衍生物来保护Neu5Ac的烷基酯烷基酮内酯衍生物的8-和9-羟基。