2',3'-dideoxy-β-L-uridine | 153547-98-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 2',3'-dideoxy-β-L-uridine
• 英文别名: 1-[(2S,5R)-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• CAS: 153547-98-9
• 化学式: C₉H₁₂N₂O₄
• 分子量: 212.205
• InChiKey: BTOTXLJHDSNXMW-SVRRBLITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-<5-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-L-ribofuranosyl>uracil 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 2',3'-dideoxy-β-L-uridine
  参考文献：
  名称：

  Lin; Luo; Liu, Journal of Medicinal Chemistry, 1994, vol. 37, # 6, p. 798 - 803

  摘要：

  DOI：

文献信息

• [EN] COMPOSITIONS AND METHODS FOR SYNTHESIS OF PHOSPHORYLATED MOLECULES<br/>[FR] COMPOSITIONS ET PROCÉDÉS DE SYNTHÈSE DE MOLÉCULES PHOSPHORYLÉES
  申请人：UNIV CALIFORNIA

  公开号：WO2019195494A1

  公开（公告）日：2019-10-10

  The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.

  这项发明提供了合成磷酸化有机化合物的组合物和方法，包括核苷三磷酸。
• Nucleotide mimics and their prodrugs
  申请人：——

  公开号：US20040059104A1

  公开（公告）日：2004-03-25

  The present invention relates to nucleoside diphosphate mimics and nucleoside triphosphate mimics, which contain diphosphate or triphosphate moiety mimics and optionally sugar-modifications and/or base-modifications. The nucleotide mimics of the present invention, in a form of a pharmaceutically acceptable salt, a pharmaceutically acceptable prodrug, or a pharmaceutical formulation, are useful as antiviral, antimicrobial, and anticancer agents. The present invention provides a method for the treatment of viral infections, microbial infections, and proliferative disorders. The present invention also relates to pharmaceutical compositions comprising the compounds of the present invention optionally in combination with other pharmaceutically active agents.

  本发明涉及核苷二磷酸模拟物和核苷三磷酸模拟物，其中包含二磷酸或三磷酸基团模拟物，以及可选的糖修饰和/或碱基修饰。本发明的核苷酸模拟物，以药学上可接受的盐、药学上可接受的前药或药物配方的形式，可用作抗病毒、抗微生物和抗癌剂。本发明提供了一种治疗病毒感染、微生物感染和增生性疾病的方法。本发明还涉及包含本发明化合物的药物组合物，可选地与其他药理活性剂结合。
• [EN] COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF THERAPEUTIC AGENTS<br/>[FR] COMPOSÉS ET COMPOSITIONS D'ADMINISTRATION INTRACELLULAIRE D'AGENTS THÉRAPEUTIQUES
  申请人：MODERNATX INC

  公开号：WO2018170306A1

  公开（公告）日：2018-09-20

  The disclosure features novel lipids and compositions involving the same. Nanoparticle compositions include a novel lipid as well as additional lipids such as phospholipids, structural lipids, and PEG lipids. Nanoparticle compositions further including therapeutic and/or prophylactics such as RNA are useful in the delivery of therapeutic and/or prophylactics to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.

  该披露涉及新型脂质和相关组合物。纳米粒子组合物包括一种新型脂质以及额外的脂质，如磷脂、结构脂质和PEG脂质。纳米粒子组合物还包括治疗和/或预防措施，如RNA，在将治疗和/或预防措施传递给哺乳动物细胞或器官方面非常有用，例如，调节多肽、蛋白质或基因表达。
• Synthesis of 2', 3'-Dideoxynucleosides for Automated DNA Synthesis and Pyrophosphorolysis Activated Polymerization
  申请人：Ma Zhaochun

  公开号：US20110294122A1

  公开（公告）日：2011-12-01

  Methods for preparation of 2′,3′-dideoxynucleotides support structures, such as 2′,3′-dideoxyguanosine, 2′,3′-dideoxyadenosine, and 3′-deoxythymidine support structures are disclosed. Various methods of using such structures are also provided, such as their use for automated DNA synthesis and pyrophosphorolysis activated polymerization.

  公开了制备2′,3′-二脱氧核苷酸支持结构的方法，例如2′,3′-二脱氧鸟苷、2′,3′-二脱氧腺苷和3′-脱氧胸苷支持结构。还提供了使用这些结构的各种方法，例如它们用于自动DNA合成和焦磷酸酯活化聚合的用途。
• Expeditious Syntheses of Sugar-Modified Nucleosides and Collections Thereof Exploiting Furan-, Pyrrole-, and Thiophene-Based Siloxy Dienes
  作者：Gloria Rassu、Franca Zanardi、Lucia Battistini、Enrico Gaetani、Giovanni Casiraghi

  DOI：10.1021/jm960400q

  日期：1997.1.1

  enriched 2',3'-dideoxynucleosides 14a-c (alpha and beta anomers of L- and D-series), 2',3'-dideoxy-4'-thionucleosides 21a-c (alpha and beta anomers of L- and D-series), and 2',3'-dideoxy-4'-azanucleosides 28a-c (beta anomers of L- and D-series) were synthesized, with uniform chemistry and high stereochemical efficiency, exploiting a triad of versatile heterocyclic siloxy dienes, namely, 2-(tert-but

  一系列单独的糖修饰的嘧啶核苷，包括对映体富集的2'，3'-二脱氧核苷14a-c（L和D系列的α和β端基异构体），2'，3'-二脱氧-4'-硫代核苷21a-合成了c（L和D系列的α和β端基异构体）和2'，3'-二脱氧-4'-氮杂核苷28a-c（L和D系列的β端基异构体）立体化学效率，利用三元组的多功能杂环甲硅烷氧基二烯，即2-（叔丁基二甲基甲硅烷氧基）呋喃（TBSOF），2-（叔丁基二甲基甲硅烷氧基）噻吩（TBSOT）和N-（叔丁氧基羰基）-2-（叔丁基二甲基甲硅烷氧基）吡咯（TBSOP）。合成方法有利地使用甘油醛丙酮化物的对映体（D-1和L-1）作为手性来源和甲酰基阳离子的合成等同物。