[(2R,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] methanesulfonate

• 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: [(2R,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] methanesulfonate
• 化学式: C₁₁H₁₆N₂O₇S
• 分子量: 320.32
• InChiKey: FUTVTSDLQPMPRT-CFCGPWAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  7

文献信息

• Process for the preparation of 3'fluoropyrimidine nucleosides
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0495225A1

  公开（公告）日：1992-07-22

  An improved process for the synthesis of 3'-fluoropyrimidine nucleosides of the general formula: by reacting a 5'-methanesulfonyl-2'-dideoxy-2,3' -anhydropyrimidine nucleoside at a concentration of up to 20% with hydrogen fluoride in the presence of a suitable aluminum reagent, recovering the 5'-methanesulfonyl-2',3'-dideoxy-3'-fluoropyrimidine nucleoside intermediate by direct crystallization and removing the 5'-methanesulfonyl protecting group in a single step by reaction with an aqueous base solution.

  一种改进的合成3'-氟嘧啶核苷的方法如下：通过将浓度高达20%的5'-甲磺酰基-2'-二脱氧-2,3'-脱水嘧啶核苷与氢氟酸在适当铝试剂存在下反应，通过直接结晶回收5'-甲磺酰基-2',3'-二脱氧-3'-氟嘧啶核苷中间体，并通过与水溶碱溶液反应一步去除5'-甲磺酰保护基。
• Inhibitors of RecA activities for control of antibiotic-resistant bacterial pathogens
  申请人：Singleton Fain Scott

  公开号：US20060199768A1

  公开（公告）日：2006-09-07

  Compounds for modulating RecA protein activity are provided. In some embodiments, the compounds modulate RecA activity by interfering with assembly of monomeric RecA protein subunits into a nucleoprotein filament. In some embodiments, the compounds modulate RecA activity by interfering with adenosine triphosphate hydrolysis by the RecA protein. Methods of screening for and methods of using the compounds are also provided.

  提供了用于调节RecA蛋白活性的化合物。在某些实施例中，这些化合物通过干扰单体RecA蛋白亚基的组装成为核蛋白丝来调节RecA活性。在某些实施例中，这些化合物通过干扰RecA蛋白的三磷酸腺苷水解来调节RecA活性。还提供了筛选这些化合物的方法和使用这些化合物的方法。
• Oligonucleotides having chiral phosphorus linkages
  申请人：——

  公开号：US20010008936A1

  公开（公告）日：2001-07-19

  Sequence-specific oligonucleotides are provided having substantially pure chiral Sp phosphorothioate, chiral Rp phosphorothioate, chiral Sp alkylphosphonate, chiral Rp alkylphosphonate, chiral Sp phosphoamidate, chiral Rp phosphoamidate, chiral Sp phosphotriester, and chiral Rp phosphotriester linkages. The novel oligonucleotides are prepared via a stereospecific SN 2 nucleophilic attack of a phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate anion on the 3′ position of a xylonucleotide. The reaction proceeds via inversion at the 3′ position of the xylo reactant species, resulting in the incorporation of phosphodiester, phosphorothioate, phosphoramidate, phosphotriester or alkylphosphonate linked ribofuranosyl sugar moieties into the oligonucleotide.

  本发明提供了具有高度纯的手性Sp磷酸硫酯、手性Rp磷酸硫酯、手性Sp烷基膦酸酯、手性Rp烷基膦酸酯、手性Sp磷酰胺酸酯、手性Rp磷酰胺酸酯、手性Sp磷酸三酯和手性Rp磷酸三酯键的序列特异性寡核苷酸。新型寡核苷酸通过对木糖核苷酸的3'位置进行立体特异性的SN2亲核攻击制备而成，反应通过在木糖反应物种的3'位置进行反转，从而将磷酸二酯、磷酸硫酯、磷酸胺酯、磷酸三酯或烷基膦酸酯连接的核糖核苷糖基团并入寡核苷酸中。
• Process for producing 3'-deoxy-3'-fluorothymidine
  申请人：YUKI GOSEI KOGYO CO., LTD.

  公开号：EP0472019A1

  公开（公告）日：1992-02-26

  This invention provides a process for producing 3'-deoxy-3'-fluorothymidine, which comprises allowing 3'-deoxy-3'-fluoro-5'-mesylthymidine (the stating material) to react with an acetylating agent, selected from the group consisting of alkali metal salts of acetic acid, amine salts of acetic acid and ammonium acetate, in an aprotic, ploar solvent to form the 5'-acetyl derivative, and ammonium acetate, in an aprotic, polar sovent to form the 5'-acetyl derivative, and eliminating the 5'-acetyl group from this intermediate, thereby giving the objective 3'-deoxy-3'-fluorothymidine. According to the process of this invention described above, the 5'-mesyl derivative can be efficiently acetylated, and 3'-deoxy-3'-fluorotymidine can be obtained in a high yield.

  本发明提供了一种生产 3'-脱氧-3'-氟胸苷的工艺，该工艺包括使 3'-脱氧-3'-氟-5'-甲砜基胸苷（Stating material）与乙酰化剂反应，乙酰化剂选自乙酸的碱金属盐、乙酸的胺盐和乙酸铵组成的组、乙酸的胺盐和乙酸铵，在非沸腾的极性溶剂中形成 5'-乙酰基衍生物，和乙酸铵，在非沸腾的极性溶剂中形成 5'-乙酰基衍生物，并从该中间体中消除 5'-乙酰基，从而得到目的物 3'-脱氧-3'-氟胸苷。 根据上述本发明的工艺，5'-甲砜基衍生物可以被有效地乙酰化，并以高产率获得 3'-脱氧-3'-氟胸苷。
• OLIGONUCLEOTIDES HAVING CHIRAL PHOSPHORUS LINKAGES
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：EP0655088B1

  公开（公告）日：2002-07-24