CAS: 64350-24-9; N-(9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-6-Oxo-6,9-Dihydro-1H-Purin-2-yl)Isobutyramide

该化合物是一种经过修改的核核子侧衍生物,其中guanosine基底与异丁基组形成交融. 这一修改提高了化合物的稳定性和脂性,使其在核聚二烯酸合成和RNA研究中有用.异丁烯保护组提高了有机溶剂的溶性,便利了将其有效融入核酸类比.其结构特性也尽量减少了固相合成过程中的意外侧反应. N-Isobutyryrylguanosine在生产抗生素亚素的寡核酸和硅酸中特别有用,因为对核聚二烯二烯二烯和硅酸的精确控制至关重要. 化合物的可靠性和与标准磷密化学的兼容性使得它成为先进的分子生物学应用的首选.

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CAS号79-30-1 异丁酰氯 | CAS号118-00-3 鸟苷 | CAS号97-72-3 异丁酸酐 | CAS号28920-43-6 芴甲氧羰酰氯(Fm°C-Cl) | CAS号70337-80-3 2-Isobutyramido... | CAS号124-41-4 甲醇钠 | CAS号999-97-3 六甲基二硅氮烷 | CAS号85326-06-3 2',3'-二脱氧鸟苷 | CAS号68892-41-1 5'-O-(4,4'-二甲氧基... | CAS号68892-42-2 N2-异丁酰-2'-脱氧鸟甙 | CAS号81279-39-2 5'-O-[双(4-甲氧基苯基... | CAS号53766-80-6 2',3'-Didehydro...

合成工艺路线路线简述

    鸟苷置于吡啶,水体系中,化学反应 24.0H,反应生成 N2-异丁酰基鸟苷一水合物
    参考文献:关键 Ulevostinag 亚基的千克级合成的发展第 I 部分:从鸟苷中获取酮核苷中间体
    标题:关键 Ulevostinag 亚基的千克级合成的发展第 I 部分:从鸟苷中获取酮核苷中间体
    摘要:描述了 Ulevostinag (Mk-1454) 关键片段的千克级合成,Ulevostinag 是干扰素基因 (Sting) 刺激物的环状二核苷酸激动剂.ulevostinag 包含通过两个p连接在一起的两个非天然核苷衍生物-手性硫代磷酸酯基团.用于制备这些核苷之一的策略,即 3'-Deoxy-3'-α-Fluoro-Guanosine (3'-Fg),取决于关键酮-核苷衍生物的非对映选择性 α-氟化,然后是底物-定向还原酮.在此,我们描述了这种中间体(一种来自鸟苷的 3'-脱氧-2'-酮-鸟苷衍生物)稳健且可扩展合成的开发.该方法的显着特征包括将鸟苷的 2' 和 3'-醇基激活为双甲苯磺酸盐,这使得区域选择性 E2 消除能够同时使 3'-位脱氧并产生 2'-酮.
    DOI:10.1021/acs.Oprd.2C00397

    海关参考信息

    专利信息


    专利号:US-9920084-B2
    优先权日:2011-08-23
    标题 :Ionic tags for synthesis of oligoribonucleotides
    发明人:DAMHA MASAD J; HASSLER MATTHEW; CHAN TAK-HANG; NANDYALA MALLIKARJUNA REDDY; DONGA ROBERT ALEXANDER
    权利人:DAMHA MASAD J; HASSLER MATTHEW; CHAN TAK HANG; NANDYALA MALLIKARJUNA REDDY; DONGA ROBERT ALEXANDER; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIV; HONG KONG POLYTECHNIC UNIV
    摘要:The invention relates to the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. In another aspect, the invention relates to compounds of formula (II) processes for making these compounds, and the use thereof in the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. The invention also relates to methods of synthesis of oligomers, including but not limited to oligopeptides, oligosaccharides and oligonucleotides, particularly oligoribonucleotides and also oligodeoxyribonucleotides, in solution systems, and ionic tag linkers for use in methods provided herein.

    专利号:WO-2024082545-A1
    优先权日:2022-10-21
    标 题:Method for enzymatic synthesis of nucleoside containing protecting group, and composition
    发明人:HONG HAO; JAMES GAGE; XIAO YI; ZHANG NA; JIAO XUECHENG; LI MINGJI; LI RUI; DING SHIMAO
    权利人:ASYMCHEM LIFE SCIENCE TIANJIN CO LTD
    摘要:The present invention provides a method for enzymatic synthesis of a nucleoside containing a protecting group, and a composition. The method comprises: using pyrimidine nucleoside phosphorylase or uracil nucleoside phosphorylase and purine nucleoside phosphorylase to catalyze a substrate to synthesize a nucleoside containing a protecting group, wherein the substrate comprises a substrate nucleoside, a substrate base and a substrate phosphate, and the substrate base contains a protecting group; the pyrimidine nucleoside phosphorylase comprises a protein which has more than 80% homology with a protein PyNP shown in SEQ ID NO: 1; the uracil nucleoside phosphorylase comprises a protein which has more than 80% homology with a protein UP shown in SEQ ID NO: 2; and the purine nucleoside phosphorylase comprises a protein which has more than 80% homology with a protein PNP shown in SEQ ID NO: 3, 7 or 8. The present invention can solve the problem in the prior art that there is no biosynthesis method to produce a nucleoside containing a protecting group, and is suitable for the field of enzyme catalysis.

    专利号:US-5118802-A
    优先权日:1983-12-20
    标 题:DNA-reporter conjugates linked via the 2' or 5'-primary amino group of the 5'-terminal nucleoside
    发明人:SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
    权利人:CALIFORNIA INST OF TECHN
    摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

    专利号:US-6008400-A
    优先权日:1995-06-09
    标题 :Orthoester reagents for use as protecting groups in oligonucleotide synthesis
    发明人:SCARINGE STEPHEN; CARUTHERS MARVIN H
    摘要:Phosphoramidite oligonucleotide synthesis is facilitated by the use of fluoride-labile 5' silyl protecting groups. RNA synthesis is improved by the use of 2 orthoester protecting groups. Reactions are conducted on a solid phase support and acidic deprotection conditions are avoided, as is the necessity of oxidizing the phosphite linkage between each coupling reaction.

    专利号:WO-2024044792-A1
    优先权日:2022-08-26
    标 题 :Universal solid supports and phosphoramidite building blocks for oligonucleotide synthesis
    发明人:GUZAEV ANDREI PAVEL; GOGOI KHIRUD; SHENG SUZIE; OSKARI HARRI
    权利人:AM CHEMICALS LLC
    摘要:Disclosed herein are chemical preparation of oligonucleotides, chemical entities useful in such preparation, processes for such preparation, and methods of use relating to the chemical preparation of oligonucleotides. Further disclosed herein are novel universal solid supports and phosphoramidite building blocks for oligonucleotide synthesis on solid phase that effect the removal of the 3'-phosphate moieties during the course of oligonucleotide deprotection.

    专利号:US-2012184724-A1
    优先权日:2009-09-22
    标 题 :Protected monomers and methods of deprotection for rna synthesis
    发明人:SIERZCHALA AGNIESZKA B; SMART BRIAN PHILLIP; DELLINGER DOUGLAS J; DELLINGER GERALDINE; MYERSON JOEL; TIMAR ZOLTAN
    权利人:SIERZCHALA AGNIESZKA B; SMART BRIAN PHILLIP; DELLINGER DOUGLAS J; DELLINGER GERALDINE; MYERSON JOEL; TIMAR ZOLTAN; AGILENT TECHNOLOGIES INC
    摘要:A nucleoside monomer that is protected by a thionocarbamate protecting group and contains one or more 2 H, 13 C, or 15 N isotopes in the ribose and/or base part is provided, as well as a method for making a polynucleotide that uses the same. Also provided is a polynucleotide synthesis method that employs a diamine to deprotect a protected polynucleotide.
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    主要参考文献

    Ohtsuka E, Fujiyama K, Ikehara M. Studies on transfer ribonucleic acids and related compounds. XL. Synthesis of an eicosaribonucleotide corresponding to residues 35-54 of tRNAfMet from E. coli. Nucleic Acids Res. 1981 Jul 24;9(14):3503-22. doi: 10.1093/nar/9.14.3503.

    合成参考文献


    参考文献:10.1016/j.bmcl.2017.01.040
    摘要:Orlov AA, Drenichev MS, Oslovsky VE, Kurochkin NN, Solyev PN, Kozlovskaya LI, Palyulin VA, Karganova GG, Mikhailov SN, Osolodkin DI. New tools in nucleoside toolbox of tick-borne encephalitis virus reproduction inhibitors. Bioorganic & Medicinal Chemistry Letters. 2017 Mar;27(5):1267–73. doi: 10.1016/j.bmcl.2017.01.040.
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