1-((2R,4S,5R)-4-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-hydroxy-6-(4-((4-iodophenoxy)methyl)-1H-1,2,3-triazol-1-yl)hex-3-en-1-yl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione | 1219002-52-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-((2R,4S,5R)-4-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-hydroxy-6-(4-((4-iodophenoxy)methyl)-1H-1,2,3-triazol-1-yl)hex-3-en-1-yl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
• CAS: 1219002-52-4
• 化学式: C₄₀H₄₆IN₅O₆Si
• 分子量: 847.825
• InChiKey: PEORTFAPFWQSLL-DNMDQSTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  53.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  133.49
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1-((2R,4S,5R)-4-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-hydroxy-6-(4-((4-iodophenoxy)methyl)-1H-1,2,3-triazol-1-yl)hex-3-en-1-yl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione 在 氟化铵 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以86%的产率得到(5'S)-C-(1-(pent-3-enyl)-(4-(4-iodophenoxy)methyl)-1H-1,2,3-triazol-1-yl)-thymidine
  参考文献：
  名称：

  A ‘click chemistry’ approach to the efficient synthesis of modified nucleosides and oligonucleotides for PET imaging

  摘要：

  Different thymidine derivatives bearing either an iodoaryl moiety at the 5' position or a dialkylsilyl group at the 3' position have been efficiently synthesized as precursors for carbon-11 or fluorine-18 labeling, respectively. Furthermore, iodoarylated thymidine derivatives have been incorporated into oligonucleotides giving an original way to label them with carbon-11. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.120
• 作为产物：
  描述：

  3'-O-(tert-butyldiphenylsilyl)-(5'S)-C-(1-azidopent-3-enyl)-thymidine 、 1-iodo-4-(prop-2-yn-1-yloxy)benzene 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 12.0h， 以89%的产率得到1-((2R,4S,5R)-4-((tert-butyldiphenylsilyl)oxy)-5-((S)-1-hydroxy-6-(4-((4-iodophenoxy)methyl)-1H-1,2,3-triazol-1-yl)hex-3-en-1-yl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  A ‘click chemistry’ approach to the efficient synthesis of modified nucleosides and oligonucleotides for PET imaging

  摘要：

  Different thymidine derivatives bearing either an iodoaryl moiety at the 5' position or a dialkylsilyl group at the 3' position have been efficiently synthesized as precursors for carbon-11 or fluorine-18 labeling, respectively. Furthermore, iodoarylated thymidine derivatives have been incorporated into oligonucleotides giving an original way to label them with carbon-11. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.120