(2S,4S)-Ethyl 4-(6-amino-9H-purin-9-yl)-1-(2-((tert-butoxycarbonyl)amino)ethyl)pyrrolidine-2-carboxylate | 386212-16-4

• 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: (2S,4S)-Ethyl 4-(6-amino-9H-purin-9-yl)-1-(2-((tert-butoxycarbonyl)amino)ethyl)pyrrolidine-2-carboxylate
• 英文别名: ethyl (2S,4S)-4-(6-aminopurin-9-yl)-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]pyrrolidine-2-carboxylate
• CAS: 386212-16-4
• 化学式: C₁₉H₂₉N₇O₄
• 分子量: 419.484
• InChiKey: MOPCMCALYAGFMY-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  137.49
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2S,4S)-Ethyl 4-(6-amino-9H-purin-9-yl)-1-(2-((tert-butoxycarbonyl)amino)ethyl)pyrrolidine-2-carboxylate 在 吡啶 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (2S,4S)-4-(6-Benzamido-9H-purin-9-yl)-1-(2-((tert-butoxycarbonyl)amino)ethyl)pyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  SYNTHESIS AND BINDING AFFINITY OF A CHIRAL PNA ANALOGUE

  摘要：

  The synthesis of a chiral peptide nucleic acid (PNA), which is composed of N-aminoethyl-cis-4-nucleobase-L-proline units, was described. The chiral PNA monomers containing all four nucleobases (A., T, C and G) were steroselectively prepared. The x-ray diffraction data from a single crystal confirmed the configuration of a key intermediate. Binding activity of the oligomers with their complementary DNA targets was also investigated.

  DOI：

  10.1081/ncn-100105906
• 作为产物：
  描述：

  N-Boc-溴乙胺 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.0h， 生成 (2S,4S)-Ethyl 4-(6-amino-9H-purin-9-yl)-1-(2-((tert-butoxycarbonyl)amino)ethyl)pyrrolidine-2-carboxylate
  参考文献：
  名称：

  SYNTHESIS AND BINDING AFFINITY OF A CHIRAL PNA ANALOGUE

  摘要：

  The synthesis of a chiral peptide nucleic acid (PNA), which is composed of N-aminoethyl-cis-4-nucleobase-L-proline units, was described. The chiral PNA monomers containing all four nucleobases (A., T, C and G) were steroselectively prepared. The x-ray diffraction data from a single crystal confirmed the configuration of a key intermediate. Binding activity of the oligomers with their complementary DNA targets was also investigated.

  DOI：

  10.1081/ncn-100105906