CAS: 102212-98-6; (2R,3S,5R)-5-(4-Benzamido-2-Oxopyrimidin-1(2H)-yl)-2-((Bis(4-Methoxyphenyl)(Phenyl)Methoxy)Methyl)Tetrahydrofuran-3-Yl (2-Cyanoethyl) Diisopropylphosphoramidite

该化合物是主要用于分子生物学和生物化学领域的复杂的核素派衍生物,特别是用于合成寡核糖核素,该化合物的特点是一个细胞基,由一个糖基(cytosine)和一个糖(deoxyribose)组成,经过一个苯基组和一个磷米酸盐混合物的改造,该产品是复杂的核糖分泌衍生物;磷米迪物组的存在使得在核糖分裂物合成过程中能够有效地结合,使其成为DNA和RNA序列生产中的宝贵试剂;其他芳香组,如二(4-甲基苯基)和苯甲基,有助于化合物的稳定性和溶性特性;该物质通常在受控制的条件下处理,因为其具有再活动性,并且与其化学结构有关的潜在危险.总的来说,它在推进遗传研究和治疗应用方面发挥着重要作用.

结构式图片

相似化合物

105931-57-5 110764-78-8 251647-54-8

上下游产品

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite 4-N-Benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)cytidine 2-cyanoethoxy(N,N-diisopropylamino)3-nitro-1,2,4-triazolylphosphine 5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine-3'-O-[(2-cyanoethyl)-N,N-diisopropylphosphoramidite] Phosphoric acid (2R,3S,5R)-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester; compound with ammonia N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-cytidine 3'-(2-cyanoethylphosphonate) Phosphoric acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

合成工艺路线路线简述

    2'-脱氧胞嘧啶核苷置于吡啶,4-二甲氨基吡啶,三甲基氯硅烷,三乙胺体系中,用 二氯甲烷 用作溶剂,化学反应 6.58H,反应生成5'-O-(4,4'-二甲氧基三苯基)-N4-苯甲酰基-2'-脱氧胞苷-3'-(2-氰乙基-N,N-二异丙基)亚磷酰胺
    参考文献:A New And Convenient Approach For The Preparation Of β-Cyanoethyl Protected Trinucleotide Phosphoramidites
    标题:A New And Convenient Approach For The Preparation Of β-Cyanoethyl Protected Trinucleotide Phosphoramidites
    摘要:我们在此报道一种简便的方法,用于制备全保护的三核苷酸合成子,这些合成子将用于基因库的合成.这些三核苷酸合成子在磷酸残基上具有β-氰乙基团,因此可以在标准的寡核苷酸合成中使用,无需额外的去保护和后处理步骤.
    Doi:10.1039/c2Ob06934B

    专利信息


    专利号:WO-2025082632-A1
    优先权日:2023-10-16
    标 题:Method and composition for oligonucleotide synthesis
    发明人:SAITO MASAHARU
    权利人:BACHEM HOLDING AG
    摘要:The invention pertains to a method for the synthesis of oligonucleotides using pseudo solid-phase protecting groups, wherein said method comprises a step of subjecting a solution comprising a component (C-0)# to one or more aqueous extractions, wherein the organic phase comprises the component (C-0)#. Said component (C-0)# is a nucleoside or an oligonucleotide, which is covalently bonded to a pseudo solid-phase protecting group and comprises a free backbone hydroxyl group. The aqueous phase of each of said one or more aqueous extractions has a pH-value in the range of 4-7.

    专利号:EP-4605403-A1
    优先权日:2022-10-17
    标 题:Method and composition for oligonucleotide synthesis
    发明人:SAITO MASAHARU; TAKEDA KAZUTAKA; OKADA YOHEI; LUTHER ANATOL
    权利人:BACHEM HOLDING AG
    摘要:The invention pertains to methods for the synthesis of oligonucleotides using pseudo solid-phase protecting groups, wherein said method comprises at least one aqueous extraction carried out in the presence of one or more amide solvents SA, wherein each amide solvent SA is an amide solvent comprising one or more alkyl groups, wherein these one or more alkyl groups together comprise in total 6−24 carbon atoms. The invention further pertains to compositions comprising an oligonucleotide which is covalently bonded to a pseudo solid-phase protecting group and a mixed solvent comprising on or more of the aforementioned amide solvents SA.

    专利号:WO-2024083746-A1
    优先权日:2022-10-17
    标 题 :Method and composition for oligonucleotide synthesis
    发明人:SAITO MASAHARU; TAKEDA KAZUTAKA; OKADA YOHEI; LUTHER ANATOL
    权利人:BACHEM HOLDING AG
    摘要:The invention pertains to methods for the synthesis of oligonucleotides using pseudo solid-phase protecting groups, wherein said method comprises at least one aqueous extraction carried out in the presence of one or more amide solvents SA, wherein each amide solvent SA is an amide solvent comprising one or more alkyl groups, wherein these one or more alkyl groups together comprise in total 6−24 carbon atoms. The invention further pertains to compositions comprising an oligonucleotide which is covalently bonded to a pseudo solid-phase protecting group and a mixed solvent comprising on or more of the aforementioned amide solvents SA.

    专利号:US-2022177939-A1
    优先权日:2011-09-26
    标题 :High efficiency, small volume nucleic acid synthesis
    发明人:PETERSON TODD; TREFZER AXEL; POEHMERER THOMAS
    权利人:LIFE TECHNOLOGIES CORP; THERMO FISHER SCIENT GENEART GMBH
    摘要:The disclosure generally relates to compositions and methods for the production of nucleic acid molecules. In some aspects, the invention allows for the microscale generation of nucleic acid molecules, optionally followed by assembly of these nucleic acid molecules into larger molecules. In some aspects, the invention allows for efficient production of nucleic acid molecules (e.g., large nucleic acid molecules such as genomes).

    专利号:US-10407676-B2
    优先权日:2014-12-09
    标题 :High efficiency, small volume nucleic acid synthesis
    发明人:POEHMERER THOMAS; KUHN PHILLIP; NOTKA FRANK; ZEIDLER ANDREAS; HEIL KORBINIAN; TREFZER AXEL; FONNUM GEIR; KATZEN FEDERICO; ANDERSSON KRISTIAN
    权利人:LIFE TECHNOLOGIES CORP; THERMO FISHER SCIENT GENEART GMBH; LIFE TECH AS
    摘要:The disclosure generally relates to compositions and methods for the production of nucleic acid molecules. In some aspects, the invention allows for the microscale generation of nucleic acid molecules, optionally followed by assembly of these nucleic acid molecules into larger molecules. In some aspects, the invention allows for efficient production of nucleic acid molecules (e.g., large nucleic acid molecules such as genomes).

    专利号:US-10563240-B2
    优先权日:2013-03-14
    标题 :High efficiency, small volume nucleic acid synthesis
    发明人:PETERSON TODD; TREFZER AXEL; POEHMERER THOMAS; KATZEN FEDERICO; LIANG XIQUAN
    权利人:LIFE TECHNOLOGIES CORP; THERMO FISHER SCIENT GENEART GMBH
    摘要:The disclosure generally relates to compositions and methods for the production of nucleic acid molecules. In some aspects, the invention allows for the microscale generation of nucleic acid molecules, optionally followed by assembly of these nucleic acid molecules into larger molecules. In some aspects, the invention allows for efficient production of nucleic acid molecules (e.g., large nucleic acid molecules such as genomes).
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    主要参考文献

    [参考文献]: James D Thorpe, Et Al. Mechanochemical Synthesis Of Short Dna Fragments. Chemistry. 2020 Jul 22;26(41):8857-8861.
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