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    Method for preparing oligonucleotides
    1.
    发明申请
    Method for preparing oligonucleotides 审中-公开
    寡核苷酸的制备方法

    公开(公告)号：US20100069623A1

    公开(公告)日：2010-03-18

    申请号：US12417750

    申请日：2009-04-03

    申请人： Ilaria Adamo ,  Cècile Dueymes ,  Andreas Schönberger ,  Jean-Louis Imbach ,  Albert Meyer ,  Francois Morvan ,  Francoise Debart ,  Jean-Jacques Vasseur ,  Meinolf Lange ,  Fritz Link

    发明人： Ilaria Adamo ,  Cècile Dueymes ,  Andreas Schönberger ,  Jean-Louis Imbach ,  Albert Meyer ,  Francois Morvan ,  Francoise Debart ,  Jean-Jacques Vasseur ,  Meinolf Lange ,  Fritz Link

    IPC分类号： C07H21/04

    CPC分类号： C07H21/00 ,  C07H21/02 ,  C07H21/04 ,  Y02P20/55 ,  Y02P20/582

    摘要： A solution phase synthesis method for preparing an oligonucleotide, wherein at least some of the reagents are solid supported. The method suitable for large-scale synthesis comprises coupling a protected compound with a nucleotide derivative having a protection group in the presence of a solid supported activator to give an elongated oligonucleotide with a P(III)-internucleotide bond; optionally processing the elongated oligonucleotide by capping by reaction with a solid supported capping agent and/or by oxidizing or sulfurizing by reaction of the oligonucleotide with a solid supported oxidizing or sulfurization reagent; and removing the protection group. The coupling may include reacting a 3′-protected compound of formula: with a nucleotide derivative having a 5′-protection group, or reacting a 5′-protected compound of formula with a nucleotide derivative having a 3′-protection group.

    摘要翻译： 一种制备寡核苷酸的溶液相合成方法，其中至少一些试剂是固体负载的。 适用于大规模合成的方法包括在保持固体的活化剂存在下将受保护的化合物与具有保护基团的核苷酸衍生物偶联，得到具有P（III） - 核苷酸键的细长寡核苷酸; 任选地通过与固体支持的封端剂反应进行加帽和/或通过寡核苷酸与固体支持的氧化或硫化试剂的反应进行氧化或硫化来加工细长的寡核苷酸; 并移除保护组。 偶联可以包括使下式的3'-保护的化合物与具有5'-保护基团的核苷酸衍生物反应，或使5受保护的式的化合物与具有3'-保护基团的核苷酸衍生物反应。

    Process for triphosphate oligonucleotide synthesis
    3.
    发明授权
    Process for triphosphate oligonucleotide synthesis 有权
    三磷酸寡核苷酸合成方法

    公开(公告)号：US09035041B2

    公开(公告)日：2015-05-19

    申请号：US13393851

    申请日：2009-12-22

    申请人： Ivan Zlatev ,  Francois Morvan ,  Jean-Jacques Vasseur ,  Francoise Debart ,  Muthiah Manoharan

    发明人： Ivan Zlatev ,  Francois Morvan ,  Jean-Jacques Vasseur ,  Francoise Debart ,  Muthiah Manoharan

    IPC分类号： C07H21/00 ,  C12N15/117

    CPC分类号： C07H21/00 ,  C12N15/117 ,  C12N2310/17 ,  C12N2310/321 ,  C12N2310/3521

    摘要： This invention relates to a process for preparing an oligonucleotide 5′-triphosphate. The process comprises the steps of: (a) synthesizing an oligonucleotide having a 5′ hydroxyl moiety; (b) reacting the 5′ hydroxyl moiety with a reagent of formula I: to convert the 5′ hydroxyl moiety to a 5′-H-phosphonate, wherein R1 and R2 are each independently selected from the group consisting of haloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, cycloalkyl, substituted cycloalkyl, heterocycle, and substituted heterocycle, acyl, phosphoryl, substituted alkyl acyl, substituted heteroalkyl acyl, substituted aryl acyl or substituted heteroaryl acyl, substituted alkyl phosphoryl, substituted heteroalkyl acyl, substituted aryl phosphoryl, and substituted heteroaryl phosphoryl; (c) activating the H-phosphonate of step (b) by reacting the H-phosphonate with a silylating agent, a halogenated oxidizing agent, a nitrogen-containing heteroaryl, or a combination thereof, to form an activated H-phosphonate; and (d) treating the oligonucleotide having an activated H-phosphonate from step (c) with a poly(alkylammonium)pyrophosphate.

    摘要翻译： 本发明涉及一种制备5'-三磷酸寡核苷酸的方法。 该方法包括以下步骤：（a）合成具有5'羟基部分的寡核苷酸; （b）使5'羟基部分与式I的试剂反应：将5'羟基部分转化为5'-H-膦酸酯，其中R 1和R 2各自独立地选自卤代烷基，芳基，取代的 芳基，杂芳基，取代的杂芳基，环烷基，取代的环烷基，杂环和取代的杂环，酰基，磷酰基，取代的烷基酰基，取代的杂烷基酰基，取代的芳基酰基或取代的杂芳基酰基，取代的烷基磷酰基，取代的杂烷基酰基，取代的芳基磷酰基， 和取代的杂芳基磷酰基; （c）通过使H-膦酸酯与甲硅烷基化试剂，卤化氧化剂，含氮杂芳基或其组合反应来活化步骤（b）的H-膦酸酯，以形成活化的H-膦酸酯; 和（d）用聚（烷基铵）焦磷酸盐处理来自步骤（c）的具有活化的H-膦酸酯的寡核苷酸。

    Method for preparing oligonucleotides
    4.
    发明申请
    Method for preparing oligonucleotides 审中-公开
    寡核苷酸的制备方法

    公开(公告)号：US20060089494A1

    公开(公告)日：2006-04-27

    申请号：US10522854

    申请日：2003-07-30

    申请人： Ilaria Adamo ,  Cecile Dueymes ,  Andreas Schonberger ,  Jean-Louis Imbach ,  Albert Meyer ,  Francois Morvan ,  Francoise Debart ,  Jean-Jacques Vasseur ,  Meinolf Lange ,  Fritz Link

    发明人： Ilaria Adamo ,  Cecile Dueymes ,  Andreas Schonberger ,  Jean-Louis Imbach ,  Albert Meyer ,  Francois Morvan ,  Francoise Debart ,  Jean-Jacques Vasseur ,  Meinolf Lange ,  Fritz Link

    IPC分类号： C07H21/02 ,  C07H21/04

    CPC分类号： C07H21/00 ,  C07H21/02 ,  C07H21/04 ,  Y02P20/55 ,  Y02P20/582

    摘要： A method for preparing an oligonucleotide comprising the steps of a) providing a 3-protected compound having the formula: wherein B is a heterocyclic base R2 is H, a protected 2-hydroxyl group, F, a protected amino group, an O-alkyl group, an O-substituted alkyl, a substituted alkylamino or a C4′-O2′methylen linkage R3 is OR′3, NHR″3, NR″3R′″3, a 3′-protected nucleotide or a 3′-protected oligonucleotide, R′3 is a hydroxyl protecting group, R″3, R′″3 are independently an amine protecting group, b) reacting said compound with a nucleotide derivative having a 5-proctection group in the presence of a solid supported activator to give an elongated oligonucleotide with a P(III)-internucleotide bond c) optionally processing the elongated oligonucleotide with a P(III)-internucleotide bond by either or both of steps c1) and c2) in any sequence c1) capping preferably by reacting with a solid supported capping agent c2) oxidizing preferably by reacting the oligonucleotide with a solid supported oxidizing reagent d) removing the 5′-protection group.

    摘要翻译： 一种制备寡核苷酸的方法，包括以下步骤：a）提供具有下式的3-保护的化合物：其中B是杂环基R2是H，被保护的2-羟基，F，保护的氨基，O-烷基 基团，O-取代的烷基，取代的烷基氨基或C4'-O2'亚甲基键R3是OR'3，NHR'3，NR'3R“'，3'-保护的核苷酸或3' R'3是羟基保护基，R“3”，“3”独立地是胺保护基，b）使所述化合物与具有5-取代基的核苷酸衍生物在 c）通过任何序列c1）和c2）中任一或两个步骤c1）和c2）任选地用P（III） - 核苷酸键处理细长寡核苷酸 优选通过与固体支持的封端剂c2反应，优选通过使寡核苷酸与固体支持物反应来进行氧化 d）除去5'-保护基。

    Method for preparing oligonucleotides
    5.
    发明申请
    Method for preparing oligonucleotides 失效
    寡核苷酸的制备方法

    公开(公告)号：US20110224424A1

    公开(公告)日：2011-09-15

    申请号：US13115845

    申请日：2011-05-25

    申请人： Ilaria ADAMO ,  Cécile DUEYMES ,  Andreas SCHÖNBERGER ,  Jean-Louis IMBACH ,  Albert MEYER ,  Francois MORVAN ,  Francoise DEBART ,  Jean-Jacques VASSEUR ,  Meinolf LANGE ,  Fritz LINK

    发明人： Ilaria ADAMO ,  Cécile DUEYMES ,  Andreas SCHÖNBERGER ,  Jean-Louis IMBACH ,  Albert MEYER ,  Francois MORVAN ,  Francoise DEBART ,  Jean-Jacques VASSEUR ,  Meinolf LANGE ,  Fritz LINK

    IPC分类号： C07H1/00 ,  C07H11/04

    CPC分类号： C07H21/00 ,  C07H21/02 ,  C07H21/04 ,  Y02P20/55 ,  Y02P20/582

    摘要： A solution phase synthesis method for preparing an oligonucleotide, wherein at least some of the reagents are solid supported. The method suitable for large- scale synthesis comprises coupling a protected compound with a nucleotide derivative having a protection group in the presence of a solid supported activator to give an elongated oligonucleotide with a P(III)-internucleotide bond; optionally processing the elongated oligonucleotide by capping by reaction with a solid supported capping agent and/or by oxidizing or sulfurizing by reaction of the oligonucleotide with a solid supported oxidizing or sulfurization reagent; and removing the protection group. The coupling may include reacting a 3′-protected compound of formula: with a nucleotide derivative having a 5′-protection group, or reacting a 5′-protected compound of formula with a nucleotide derivative having a 3′-protection group.

    摘要翻译： 一种制备寡核苷酸的溶液相合成方法，其中至少一些试剂是固体负载的。 适用于大规模合成的方法包括在保持固体的活化剂存在下将受保护化合物与具有保护基团的核苷酸衍生物偶联，得到具有P（III） - 核苷酸键的细长寡核苷酸; 任选地通过与固体支持的封端剂反应进行加帽和/或通过寡核苷酸与固体支持的氧化或硫化试剂的反应进行氧化或硫化来加工细长的寡核苷酸; 并移除保护组。 偶联可以包括使下式的3'-保护的化合物与具有5'-保护基团的核苷酸衍生物反应，或使5受保护的式的化合物与具有3'-保护基团的核苷酸衍生物反应。

    Method for preparing oligonucleotides
    7.
    发明授权
    Method for preparing oligonucleotides 失效
    寡核苷酸的制备方法

    公开(公告)号：US08304532B2

    公开(公告)日：2012-11-06

    申请号：US13115845

    申请日：2011-05-25

    申请人： Ilaria Adamo ,  Cecile Dueymes ,  Andreas Schonberger ,  Jean-Louis Imbach ,  Albert Meyer ,  Francois Morvan ,  Francoise Debart ,  Jean-Jacques Vasseur ,  Meinolf Lange ,  Fritz Link

    发明人： Ilaria Adamo ,  Cecile Dueymes ,  Andreas Schonberger ,  Jean-Louis Imbach ,  Albert Meyer ,  Francois Morvan ,  Francoise Debart ,  Jean-Jacques Vasseur ,  Meinolf Lange ,  Fritz Link

    IPC分类号： C07H21/00

    CPC分类号： C07H21/00 ,  C07H21/02 ,  C07H21/04 ,  Y02P20/55 ,  Y02P20/582

    摘要： A solution phase synthesis method for preparing an oligonucleotide, wherein at least some of the reagents are solid supported. The method suitable for large-scale synthesis comprises coupling a protected compound with a nucleotide derivative having a protection group in the presence of a solid supported activator to give an elongated oligonucleotide with a P(III)-internucleotide bond; optionally processing the elongated oligonucleotide by capping by reaction with a solid supported capping agent and/or by oxidizing or sulfurizing by reaction of the oligonucleotide with a solid supported oxidizing or sulfurization reagent; and removing the protection group. The coupling may include reacting a 3′-protected compound of formula: with a nucleotide derivative having a 5′-protection group, or reacting a 5′-protected compound of formula with a nucleotide derivative having a 3′-protection group.

    摘要翻译： 一种制备寡核苷酸的溶液相合成方法，其中至少一些试剂是固体负载的。 适用于大规模合成的方法包括在保持固体的活化剂存在下将受保护的化合物与具有保护基团的核苷酸衍生物偶联，得到具有P（III） - 核苷酸键的细长寡核苷酸; 任选地通过与固体支持的封端剂反应进行加帽和/或通过寡核苷酸与固体支持的氧化或硫化试剂的反应进行氧化或硫化来加工细长的寡核苷酸; 并移除保护组。 偶联可以包括使下式的3'-保护的化合物与具有5'-保护基团的核苷酸衍生物反应，或使5受保护的式的化合物与具有3'-保护基团的核苷酸衍生物反应。