3-azido-3,5-dideoxy-5-(isobutylaminosulfonylmethyl)-uridine | 1231684-02-8

• 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: 3-azido-3,5-dideoxy-5-(isobutylaminosulfonylmethyl)-uridine
• 英文别名: [(2R,3R,4R,5R)-4-azido-2-(2,4-dioxopyrimidin-1-yl)-5-[2-(2-methylpropylsulfamoyl)ethyl]oxolan-3-yl] acetate
• CAS: 1231684-02-8
• 化学式: C₁₆H₂₄N₆O₇S
• 分子量: 444.469
• InChiKey: CHDHHMBEADXQKW-NMFUWQPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  154
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-azido-3,5-dideoxy-5-(isobutylaminosulfonylmethyl)-uridine 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Towards the synthesis of sulfonamide-based RNA mimetics

  摘要：

  The scalable, divergent synthesis of all four monomers required for the preparation of sulfonamide-based RNA mimetics is described. Such mimetics may combine excellent mimicry of the parent RNA with enhanced (bio)chemical robustness and convenient oligomerization. As a proof of principle, a dimer resulting from the monomers is described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.005
• 作为产物：
  描述：

  3-azido-3,5-dideoxy-5-(chlorosulfonylmethyl)-uridine 、 异丁胺 在 N-甲基吗啉 作用下， 反应 1.5h， 以91%的产率得到3-azido-3,5-dideoxy-5-(isobutylaminosulfonylmethyl)-uridine
  参考文献：
  名称：

  Towards the synthesis of sulfonamide-based RNA mimetics

  摘要：

  The scalable, divergent synthesis of all four monomers required for the preparation of sulfonamide-based RNA mimetics is described. Such mimetics may combine excellent mimicry of the parent RNA with enhanced (bio)chemical robustness and convenient oligomerization. As a proof of principle, a dimer resulting from the monomers is described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.02.005