(2S,4S)-Ethyl 1-(2-((tert-butoxycarbonyl)amino)ethyl)-4-(2-isobutyramido-6-oxo-3H-purin-9(6H)-yl)pyrrolidine-2-carboxylate | 386212-18-6

• 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 1-(2-((tert-butoxycarbonyl)amino)ethyl)-4-(2-isobutyramido-6-oxo-3H-purin-9(6H)-yl)pyrrolidine-2-carboxylate
• 英文别名: ethyl (2S,4S)-4-[2-(2-methylpropanoylamino)-6-oxo-1H-purin-9-yl]-1-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]pyrrolidine-2-carboxylate
• CAS: 386212-18-6
• 化学式: C₂₃H₃₅N₇O₆
• 分子量: 505.574
• InChiKey: FEYFWBKBNRPGLM-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  160.8
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (2S,4S)-Ethyl 1-(2-((tert-butoxycarbonyl)amino)ethyl)-4-(2-isobutyramido-6-oxo-3H-purin-9(6H)-yl)pyrrolidine-2-carboxylate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以64%的产率得到(2S,4S)-1-(2-((tert-Butoxycarbonyl)amino)ethyl)-4-(2-isobutyramido-6-oxo-3H-purin-9(6H)-yl)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 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 (2S,4S)-Ethyl 1-(2-((tert-butoxycarbonyl)amino)ethyl)-4-(2-isobutyramido-6-oxo-3H-purin-9(6H)-yl)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