CAS: 86392-75-8; 2-Amino-7-((2R,4S,5R)-4-Hydroxy-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-1H-Pyrrolo[2,3-D]Pyrimidin-4(7H)-One

该化合物是一种经修改的核素类比,在这种类比中,纯环7位置的氮被碳原子所取代.这种结构改变增强了其抗酶降解的稳定性,使其对核酸研究和核聚二酸合成的应用具有价值.这种改变减少了氢的结合,同时保持了基质粘合特性,这在DNA-蛋白相互作用或抗感反应技术的研究中可能是有利的.将其纳入核聚二酸酯中可以提高核素抗性并改变双曲稳定性,从而对核酸结构和功能的形成有用.这种化合物对于改良的巨石,探针和治疗性核聚二酸酯的开发特别相关.

结构式图片

相似化合物

172163-62-1 114748-67-3 111869-49-9

上下游产品

CAS号4330-21-6 1-Α-氯-3,5-二-O-对... | CAS号86392-74-7 2-氨基-4-甲氧基-7-(b... | CAS号84955-31-7 2-氨基-4-氯吡咯并[2,3-d]嘧啶 | CAS号84955-32-8 4-甲氧基-7H-吡咯并[2,... | CAS号104291-17-0 7-DEAZA-4-氯-2'-脱氧鸟苷 | CAS号115945-80-7 2-amino-7-[2-de... | CAS号104291-20-5 2-amino-4-chlor... | CAS号115945-74-9 2-amino-4-isobu... | CAS号104291-18-1 (2-amino-9-(2'-... | CAS号115945-77-2 2-amino-7-[2-de... | CAS号111869-42-2 5'-o-(dimethoxy... | CAS号111902-68-2 n2-(dimethylami... | CAS号7355-55-7 2-氨基-4-羟基吡咯并[2,...

合成工艺路线路线简述

  • 合成目标产物 7-Deaza-2'-Deoxyguanosine 主要起始原料 2-Deoxy-Alpha-D-Erythropentofuranosyl Chloride 3,5-Bis(4-Methylbenzoate)
  • 86392-74-7 = 86392-75-8
    反应条件:1.1 Reagents: Trimethylsilyl Iodide
    标题:A Facile Synthesis Of Tubercidin And Related 7-Deazapurine Nucleosides Via The Stereospecific Sodium Salt Glycosylation Procedure
    作者:Ramasamy,Kandasamy; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(43) 页码:5107-10]

    115945-80-7 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702]

    104291-17-0 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702]

    62160-23-0 = 86392-75-8
    反应条件:1.1 Reagents: Potassium Hydroxide,Iodine Solvents: Dimethylformamide; 2 Min,Rt; 8 H,Rt
    标题:7-Deaza-2'-Deoxyguanosine: Selective Nucleobase Halogenation,Positional Impact Of Space-Occupying Substituents,And Stability Of Dna With Parallel And Antiparallel Strand Orientation
    作者:Ingale,Sachin A.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2016 卷标:81(18) 页码:8331-8342]

    115945-75-0 = 86392-75-8
    反应条件:1.1 Reagents: Methanol,Sodium Methoxide2.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702]

    115945-74-9 + 4330-21-6 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water2.1 Reagents: Sodium Methoxide Solvents: Methanol3.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702]

    84955-31-7 + 4330-21-6 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Acetonitrile2.1 Reagents: Sodium Methoxide Solvents: Methanol3.1 Reagents: Trimethylsilyl Iodide
    标题:A Facile Synthesis Of Tubercidin And Related 7-Deazapurine Nucleosides Via The Stereospecific Sodium Salt Glycosylation Procedure
    作者:Ramasamy,Kandasamy; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(43) 页码:5107-10]

    84955-31-7 = 86392-75-8
    反应条件:1.1 Solvents: 1-Butanol2.1 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water3.1 Reagents: Methanol,Sodium Methoxide4.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702]

    86392-74-7 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:7-Deaza-2'-Deoxyguanosine. Synthesis Of 7-Deazapurine Nucleosides Under Phase-Transfer Conditions
    作者:Seela,Frank; Et Al
    参考文献:Nucleic Acid Chem. 日期:1991 卷标:302 页码:302-7]

    86392-74-7 = 86392-75-8
    反应条件:1.1 Reagents: Chlorotrimethylsilane,Sodium Iodide Solvents: Acetonitrile
    标题:Facile And Improved Synthesis Of Tubercidin And Certain Related Pyrrolo[2,3-D]Pyrimidine Nucleosides By The Stereospecific Sodium Salt Glycosylation Procedure
    作者:Ramasamy,Kandasamy; Et Al
    参考文献:Journal Of Heterocyclic Chemistry 日期:1988 卷标:25(6) 页码:1893-8]

    115945-79-4 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702]

    104291-18-1 = 86392-75-8
    反应条件:1.1 Reagents: Ammonium Hydroxide,Hydrogen Peroxide
    标题:A Facile Synthesis Of Tubercidin And Related 7-Deazapurine Nucleosides Via The Stereospecific Sodium Salt Glycosylation Procedure
    作者:Ramasamy,Kandasamy; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(43) 页码:5107-10]

    104291-20-5 = 86392-75-8
    反应条件:1.1 Solvents: Methanol2.1 Reagents: Chlorotrimethylsilane,Sodium Iodide Solvents: Acetonitrile
    标题:Facile And Improved Synthesis Of Tubercidin And Certain Related Pyrrolo[2,3-D]Pyrimidine Nucleosides By The Stereospecific Sodium Salt Glycosylation Procedure
    作者:Ramasamy,Kandasamy; Et Al
    参考文献:Journal Of Heterocyclic Chemistry 日期:1988 卷标:25(6) 页码:1893-8]

    104291-20-5 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol2.1 Reagents: Trimethylsilyl Iodide
    标题:A Facile Synthesis Of Tubercidin And Related 7-Deazapurine Nucleosides Via The Stereospecific Sodium Salt Glycosylation Procedure
    作者:Ramasamy,Kandasamy; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(43) 页码:5107-10]

    115945-77-2 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol2.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702]

    = 86392-75-8
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Water2.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:7-Deaza-2'-Deoxyguanosine. Synthesis Of 7-Deazapurine Nucleosides Under Phase-Transfer Conditions
    作者:Seela,Frank; Et Al
    参考文献:Nucleic Acid Chem. 日期:1991 卷标:302 页码:302-7]

    115945-73-8 + 4330-21-6 = 86392-75-8
    反应条件:1.1 Reagents: Potassium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane1.2 -2.1 Reagents: Methanol,Sodium Methoxide3.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702]

    84955-31-7 + 4330-21-6 = 86392-75-8
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Acetonitrile1.2 -2.1 Solvents: Methanol3.1 Reagents: Chlorotrimethylsilane,Sodium Iodide Solvents: Acetonitrile
    标题:Facile And Improved Synthesis Of Tubercidin And Certain Related Pyrrolo[2,3-D]Pyrimidine Nucleosides By The Stereospecific Sodium Salt Glycosylation Procedure
    作者:Ramasamy,Kandasamy; Et Al
    参考文献:Journal Of Heterocyclic Chemistry 日期:1988 卷标:25(6) 页码:1893-8]

    84955-32-8 + 4330-21-6 = 86392-75-8
    反应条件:1.1 Reagents: Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane2.1 Reagents: Sodium Methoxide Solvents: Water3.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:7-Deaza-2'-Deoxyguanosine. Synthesis Of 7-Deazapurine Nucleosides Under Phase-Transfer Conditions
    作者:Seela,Frank; Et Al
    参考文献:Nucleic Acid Chem. 日期:1991 卷标:302 页码:302-7]

    13259-29-5 + 84955-31-7 = 86392-75-8
    反应条件:1.1 Solvents: Isobutanol2.1 Reagents: Sodium Hydroxide,Tetrabutylammonium Hydrogen Sulfate Solvents: Dichloromethane,Water3.1 Reagents: Sodium Methoxide Solvents: Methanol4.1 Reagents: Sodium Hydroxide Solvents: Water
    标题:Liquid-Liquid And Solid-Liquid Phase-Transfer Glycosylation Of Pyrrolo[2,3-D]Pyrimidines: Stereospecific Synthesis Of 2-Deoxy-β-D-Ribofuranosides Related To 2'-Deoxy-7-Carbaguanosine
    作者:Seela,Frank; Et Al
    参考文献:Journal Of The Chemical Society 日期:1988 卷标:(3) 页码:697-702
1-α-氯-3,5-二-O-对甲苯甲酰基-2-脱氧-D-呋喃核糖置于碘代三甲硅烷,Sodium Hydride体系中,用 甲醇,乙腈 作为反应溶剂,化学反应 17.0H,反应生成 7-Deaza-2'-脱氧鸟苷
参考文献:轻松合成结核菌素和相关的7-脱氮嘌呤核苷的立体特异性钠盐糖基化程序
标题:轻松合成结核菌素和相关的7-脱氮嘌呤核苷的立体特异性钠盐糖基化程序
摘要:通过区域选择性和选择性合成简便的高产7-脱氮腺苷(胡椒丁),7-脱氮鸟苷(),2'-脱氧7-脱氮6-硫鸟苷()和2'-脱氧7-脱氮鸟苷().描述了立体特异性钠盐糖基化的方法.
DOI:10.1016/s0040-4039(00)95603-X

海关参考信息

专利信息


专利号:US-11858953-B2
优先权日:2018-04-04
标 题:Compositions and methods for synthesis of phosphorylated molecules
发明人:CHAPUT JOHN; LIAO JEN-YU; BALA SAIKAT
权利人:UNIV CALIFORNIA
摘要:The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.

专利号:US-9005895-B2
优先权日:2010-06-21
标题:Compositions, methods and kits for nucleic acid synthesis and amplification
发明人:WOO CORA L; BERKMAN JENNIFER; YIM PRISCILLA W
权利人:WOO CORA L; BERKMAN JENNIFER; YIM PRISCILLA W; LIFE TECHNOLOGIES CORP
摘要:The present invention is directed to compositions, methods and kits useful for the synthesis of nucleic acid molecules. More specifically, compositions, methods and kits are provided for the amplification of nucleic acid molecules in a one-step RT-PCR procedure comprising one or more agents used to increase tolerance to PCR inhibitors.

专利号:US-5990303-A
优先权日:1985-08-16
标题 :Synthesis of 7-deaza-2'deoxyguanosine nucleotides
发明人:SEELA FRANK
权利人:ROCHE DIAGNOSTICS GMBH
摘要:The present invention provides 7-deaza-2'-deoxy-guanosine nucleotides of the general formula: wherein R is a -PO3H2, -P2O6H3 or -P3O9H4 residue or an alkali metal, alkaline earth metal or ammonium salt of the phosphate groups. The present invention also provides processes for the preparation of these nucleotides and is also concerned with the use thereof in the sequencing of DNA.

专利号:US-6906185-B1
优先权日:1997-03-20
标 题:Derivatives of 7-deaza -2′-deoxyguanosine-5'-triphosphate, preparation and use thereof
发明人:FULLER CARL W; MCDOUGALL MARK; KUMAR SHIV
权利人:AMERSHAM BIOSCIENCES CORP
摘要:Derivatives of 7-deaza-2'-deoxyguanosine are described. Also described is the use of such compounds in synthesis of nucleic acid polymers and in methods for determining a nucleotide base sequence.

专利号:US-2020239500-A1
优先权日:2018-04-04
标 题 :Compositions and Methods for Synthesis of Phosphorylated Molecules

专利号:CN-114430778-B
优先权日:2019-08-01
标 题 :Increasing the yield of long sequences in template-free enzymatic synthesis of polynucleotides
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合成参考文献


参考文献:10.1093/nar/14.5.2319
摘要:Seela F, Driller H. Palindromic oligonucleotides containing 7-deaza-2'-deoxyguanosine: solid-phase synthesis of d[(p)GG*AATTCC] octamers and recognition by the endodeoxyribonuclease EcoRI. Nucleic Acids Res. 1986 Mar 11;14(5):2319–32.
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