{[2-(2-{[2-(2-Benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-benzyl]-amino}-acetylamino)-benzyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid tert-butyl ester | 399565-04-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: {[2-(2-{[2-(2-Benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-benzyl]-amino}-acetylamino)-benzyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid tert-butyl ester
• 英文别名: tert-butyl 2-[[2-[[2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)phenyl]methyl-[2-[6-oxo-2-(phenylmethoxycarbonylamino)-3H-purin-9-yl]acetyl]amino]acetyl]amino]phenyl]methyl-[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]amino]acetate
• CAS: 399565-04-9
• 化学式: C₅₉H₅₇N₁₁O₁₂
• 分子量: 1112.17
• InChiKey: ALDPAPWPPNWYFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  82
• 可旋转键数：
  23
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  281
• 氢给体数：
  5
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  {[2-(2-{[2-(2-Benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-benzyl]-amino}-acetylamino)-benzyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到{[2-(2-{[2-(2-Benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-benzyl]-amino}-acetylamino)-benzyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid
  参考文献：
  名称：

  Hybridization Properties of Aromatic Peptide Nucleic Acids:  A Novel Class of Oligonucleotide Analogues

  摘要：

  [GRAPHICS]The synthesis of APNA-PNA chimeras containing all four DNA bases will be described. The hybridization properties of APNA-PNA chimeras with DNA and RNA are consistent with plausible intramolecular interactions that could preorganize the oligomers in a duplex or triplex structure with complementary DNA or RNA.

  DOI：

  10.1021/ol010231q
• 作为产物：
  描述：

  {[2-(2-Benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-benzyl]-amino}-acetic acid tert-butyl ester 在 2,4,6-三甲基吡啶 、 N-羟基-7-氮杂苯并三氮唑 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 {[2-(2-{[2-(2-Benzyloxycarbonylamino-6-oxo-1,6-dihydro-purin-9-yl)-acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-benzyl]-amino}-acetylamino)-benzyl]-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid tert-butyl ester
  参考文献：
  名称：

  Hybridization Properties of Aromatic Peptide Nucleic Acids:  A Novel Class of Oligonucleotide Analogues

  摘要：

  [GRAPHICS]The synthesis of APNA-PNA chimeras containing all four DNA bases will be described. The hybridization properties of APNA-PNA chimeras with DNA and RNA are consistent with plausible intramolecular interactions that could preorganize the oligomers in a duplex or triplex structure with complementary DNA or RNA.

  DOI：

  10.1021/ol010231q