1-[(2R,5R)-4-hydroxy-5-[[[(2R,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[2-(2-morpholin-4-ylethyldisulfanyl)ethylsulfanyl]phosphoryl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione

• 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: 1-[(2R,5R)-4-hydroxy-5-[[[(2R,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[2-(2-morpholin-4-ylethyldisulfanyl)ethylsulfanyl]phosphoryl]oxymethyl]oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• 化学式: C₂₈H₄₂N₅O₁₂PS₃
• 分子量: 767.8
• InChiKey: KBECGJXBQDNTNX-BPIAPRAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  49
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  282
• 氢给体数：
  4
• 氢受体数：
  16

文献信息

• Methods for the synthesis of functionalized nucleic acids
  申请人：WAVE LIFE SCIENCES LTD.

  公开号：US10280192B2

  公开（公告）日：2019-05-07

  The present application, among other things, provides technologies, e.g., reagents, methods, etc. for preparing oligonucleotides comprising phosphorothiotriesters linkages. In some embodiments, provided methods comprise reacting an H-phosphonate of structure Ia or Ib with a silylating reagent to provide a silyloxyphosphonate, and reacting the silyloxyphosphonate with a thiosulfonate reagent of structure IIa or IIb to provide an oligonucleotide of structure IIIa or IIIb. In some embodiments, provided methods comprise reacting an H-phosphonate of structure Ic with a silylating reagent to provide a silyloxyphosphonate, reacting the silyloxyphosphonate with a bis(thiosulfonate) reagent of structure IVc to provide a phosphorothiotriester comprising a thiosulfonate group of structure Vc, and then reacting the phosphorothiotriester comprising a thiosulfonate group of structure Vc with a nucleophile of structure VIc to provide an oligonucleotide of structure IIIc. In some embodiments, the present application provides a thiosulfonate reagent of structure IIa:

  本申请，除其他外，提供了用于制备包含硫代磷酸酯连接的寡核苷酸的技术，例如试剂、方法等。在一些实施方案中，所提供的方法包括使结构 Ia 或 Ib 的 H-膦酸盐与硅烷化试剂反应以提供硅氧基膦酸盐，并使硅氧基膦酸盐与结构 IIa 或 IIb 的硫代磺酸盐试剂反应以提供结构 IIIa 或 IIIb 的寡核苷酸。在一些实施方案中，所提供的方法包括使结构 Ic 的 H-膦酸盐与硅烷化试剂反应以提供硅氧基膦酸盐，使硅氧基膦酸盐与结构 IVc 的双硫代磺酸酯试剂反应以提供包含结构 Vc 的硫代磺酸酯基团的硫代磷酸酯、然后将包含结构 Vc 的硫代磺酸基团的硫代磷酸酯与结构 VIc 的亲核剂反应，得到结构 IIIc 的寡核苷酸。在某些实施方案中，本申请提供了结构 IIa 的硫代磺酸盐试剂：
• METHODS FOR THE SYNTHESIS OF FUNCTIONALIZED NUCLEIC ACIDS
  申请人：Verdine Gregory L.

  公开号：US20140194610A1

  公开（公告）日：2014-07-10

  Described herein are methods for the synthesis of derivatives of thiosulfonate reagents. Said reagents have utility for the synthesis of phosphorothiotriesters from H-phosphonates in a stereospecific fashion.
• US9605019B2
  申请人：——

  公开号：US9605019B2

  公开（公告）日：2017-03-28