5'-O-(tert-butyldimethylsilyl)-3'-O-(6-maleimidohexanoyl)thymidine | 1426954-32-6

• 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: 5'-O-(tert-butyldimethylsilyl)-3'-O-(6-maleimidohexanoyl)thymidine
• 英文别名: [(2R,3S,5R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] 6-(2,5-dioxopyrrol-1-yl)hexanoate
• CAS: 1426954-32-6
• 化学式: C₂₆H₃₉N₃O₈Si
• 分子量: 549.696
• InChiKey: CTSMFVMZCPDJCB-NNMXDRDESA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  132
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5'-O-(tert-butyldimethylsilyl)-3'-O-(6-maleimidohexanoyl)thymidine 、 5,6,9,10-tetrakis(heptyloxy)-1,3-diphenyl-2H-cyclopenta[l]phenanthren-2-one 以 二氯甲烷 为溶剂， 反应 0.5h， 以77%的产率得到C₈₃H₁₁₃N₃O₁₃Si
  参考文献：
  名称：

  Fluorogenic Diels–Alder reactions of novel phencyclone derivatives

  摘要：

  With the aim of obtaining fluorogenic Diels-Alder reactions, novel phencyclone derivatives were synthesized. In a short time and under convenient reaction conditions, the formation of Diels-Alder adducts was observed by color-change and up to 33-fold enhancement of fluorescence. The modification of thymidine and deoxycytidine derivatives with a maleimide side chain and their usage in fluorogenic Diels-Alder reaction is also reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.095
• 作为产物：
  描述：

  6-马来酰亚胺基己酸 、 5’-O-(叔丁基二甲基甲硅烷基)胸苷 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以20%的产率得到5'-O-(tert-butyldimethylsilyl)-3'-O-(6-maleimidohexanoyl)thymidine
  参考文献：
  名称：

  Fluorogenic Diels–Alder reactions of novel phencyclone derivatives

  摘要：

  With the aim of obtaining fluorogenic Diels-Alder reactions, novel phencyclone derivatives were synthesized. In a short time and under convenient reaction conditions, the formation of Diels-Alder adducts was observed by color-change and up to 33-fold enhancement of fluorescence. The modification of thymidine and deoxycytidine derivatives with a maleimide side chain and their usage in fluorogenic Diels-Alder reaction is also reported. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.095