5-chloro-6,6-bis(2-nitrobenzyloxy)hexyl benzoate | 1396698-20-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-chloro-6,6-bis(2-nitrobenzyloxy)hexyl benzoate
• CAS: 1396698-20-6
• 化学式: C₂₇H₂₇ClN₂O₈
• 分子量: 542.973
• InChiKey: LAJTVNOQFODGRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  38.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  131.04
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5-chloro-6,6-bis(2-nitrobenzyloxy)hexyl benzoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以88%的产率得到5-chloro-6,6-bis(2-nitrobenzyloxy)hexan-1-ol
  参考文献：
  名称：

  Novel photoresponsive cross-linking oligodeoxyribonucleotides having a caged α-chloroaldehyde

  摘要：

  We have developed photoresponsive cross-linking oligodeoxyribonucleotides (ODNs) for sequence-selective interstrand covalent bond formation toward target nucleotides. A phosphoramidite derivative of alpha-chloroaldehyde whose carbonyl group was converted to a bis(2-nitrobenzyl)acetal group was prepared for the synthesis of photoresponsive alpha-chloroaldehyde (PCA)-conjugated ODN. The bis(2-nitrobenzyl)acetal group of a PCA-thymidine conjugate was completely removed by UV irradiation at 365 nm (400 mW/cm(2)) for 1 min. Photo-cross-linking studies revealed that PCA-ODN selectively reacted with the target nucleotides having an adenine or a cytosine moiety at the frontal position of the alpha-chloroaldehyde group. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.030
• 作为产物：
  描述：

  6-oxohexyl benzoate 在 N-氯代丁二酰亚胺 、 2-萘磺酸 、 D(+)-10-樟脑磺酸 、 2,2-二甲氧基丙烷 、 L-脯氨酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 68.0h， 生成 5-chloro-6,6-bis(2-nitrobenzyloxy)hexyl benzoate
  参考文献：
  名称：

  Novel photoresponsive cross-linking oligodeoxyribonucleotides having a caged α-chloroaldehyde

  摘要：

  We have developed photoresponsive cross-linking oligodeoxyribonucleotides (ODNs) for sequence-selective interstrand covalent bond formation toward target nucleotides. A phosphoramidite derivative of alpha-chloroaldehyde whose carbonyl group was converted to a bis(2-nitrobenzyl)acetal group was prepared for the synthesis of photoresponsive alpha-chloroaldehyde (PCA)-conjugated ODN. The bis(2-nitrobenzyl)acetal group of a PCA-thymidine conjugate was completely removed by UV irradiation at 365 nm (400 mW/cm(2)) for 1 min. Photo-cross-linking studies revealed that PCA-ODN selectively reacted with the target nucleotides having an adenine or a cytosine moiety at the frontal position of the alpha-chloroaldehyde group. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.07.030