ethyl 2-(6-(2-(2-(tert-butyloxycarbonylamino)ethoxy)phenyl)pyrrolocytosin-1-yl)acetate | 1056015-79-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-(6-(2-(2-(tert-butyloxycarbonylamino)ethoxy)phenyl)pyrrolocytosin-1-yl)acetate
• CAS: 1056015-79-2
• 化学式: C₂₃H₂₈N₄O₆
• 分子量: 456.499
• InChiKey: ICWWZPCVYFCHJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  33.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  124.54
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(6-(2-(2-(tert-butyloxycarbonylamino)ethoxy)phenyl)pyrrolocytosin-1-yl)acetate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.17h， 以85%的产率得到2-(6-(2-(2-(tert-butyloxycarbonylamino)ethoxy)phenyl)pyrrolocytosin-1-yl)acetic acid
  参考文献：
  名称：

  Fluorescence and Hybridization Properties of Peptide Nucleic Acid Containing a Substituted Phenylpyrrolocytosine Designed to Engage Guanine with an Additional H-Bond

  摘要：

  A new pyrrolocytosine derivative has been designed to selectively interact with guanine and has been evaluated in peptide nucleic acid where it imparts increased selective binding affinity for complementary oligonucleotides. The modified nucleobase also possesses an exceptionally high fluorescence quantum yield that is responsive to hybridization.

  DOI：

  10.1021/ja804233g
• 作为产物：
  描述：

  tert-butyl 2-(2-ethynylphenoxyloxy)ethylcarbamate 、 ethyl (N⁴-benzoyl-5-iodocytosin-1-yl)acetate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以74%的产率得到ethyl 2-(6-(2-(2-(tert-butyloxycarbonylamino)ethoxy)phenyl)pyrrolocytosin-1-yl)acetate
  参考文献：
  名称：

  Fluorescence and Hybridization Properties of Peptide Nucleic Acid Containing a Substituted Phenylpyrrolocytosine Designed to Engage Guanine with an Additional H-Bond

  摘要：

  A new pyrrolocytosine derivative has been designed to selectively interact with guanine and has been evaluated in peptide nucleic acid where it imparts increased selective binding affinity for complementary oligonucleotides. The modified nucleobase also possesses an exceptionally high fluorescence quantum yield that is responsive to hybridization.

  DOI：

  10.1021/ja804233g