N-(2-chloroethyl)-N-[[1-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]triazol-4-yl]methyl]-2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetamide | 1338733-44-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 2 '，5'-二脱氧核苷
• 英文名称: N-(2-chloroethyl)-N-[[1-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]triazol-4-yl]methyl]-2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetamide
• CAS: 1338733-44-0
• 化学式: C₂₂H₂₇ClN₈O₇
• 分子量: 550.959
• InChiKey: JVOLNXUAZVNHDN-LZLYRXPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  179
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-(2-chloroethyl)-N-[[1-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]triazol-4-yl]methyl]-2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetamide 在 sodium azide 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.35h， 生成 N-(2-azidoethyl)-N-[[1-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]triazol-4-yl]methyl]-2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetamide
  参考文献：
  名称：

  Design of a new oligotriazole peptide nucleic acid analogue (oT-PNA)

  摘要：

  We describe in this Letter the synthesis of an original thymine azido-heterotrimer generated by Click Chemistry. This trimer has been obtained from an azido-thymidine and a new chloroethyl-propargylated PNA monomer analogue, after two azidation/click-reaction cycles. Conformational preferences of a rotameric intermediate have also been studied (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.050
• 作为产物：
  描述：

  2-(丙-2-炔基氨基)乙醇 在 咪唑 、 4-二甲氨基吡啶 、 氯化亚砜 、 四丁基氟化铵 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 copper(II) sulfate 、 sodium ascorbate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.72h， 生成 N-(2-chloroethyl)-N-[[1-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]triazol-4-yl]methyl]-2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetamide
  参考文献：
  名称：

  Design of a new oligotriazole peptide nucleic acid analogue (oT-PNA)

  摘要：

  We describe in this Letter the synthesis of an original thymine azido-heterotrimer generated by Click Chemistry. This trimer has been obtained from an azido-thymidine and a new chloroethyl-propargylated PNA monomer analogue, after two azidation/click-reaction cycles. Conformational preferences of a rotameric intermediate have also been studied (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.050