[[2-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-(2-{2-[[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetylamino}-ethyl)-amino]-acetic acid methyl ester | 221555-25-5

• 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: [[2-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-(2-{2-[[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetylamino}-ethyl)-amino]-acetic acid methyl ester
• CAS: 221555-25-5
• 化学式: C₄₂H₅₀N₁₀O₁₃
• 分子量: 902.918
• InChiKey: MAMJIHOINRPLTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  65.0
• 可旋转键数：
  20.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  280.79
• 氢给体数：
  4.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  [[2-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-(2-{2-[[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetylamino}-ethyl)-amino]-acetic acid methyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以95%的产率得到{[2-(2-{(2-Amino-ethyl)-[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetylamino)-ethyl]-[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid methyl ester
  参考文献：
  名称：

  Liquid-phase synthesis of polyamide nucleic acids (PNA)

  摘要：

  Three liquid-phase processes for the elaboration of short orthogonally protected PNA have been devised. Two of these methods are similar to the convergent and divergent approaches in peptide synthesis. The third process consists in building a fully protected polyamide backbone, by using as many different and orthogonal protecting groups as there are different types of nucleic bases in the targeted polyPNA. Simultaneous and selective cleavage of one kind of protecting group allows the simultaneous attachment of several identical nucleobase units. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01211-3
• 作为产物：
  描述：

  N-(2-aminoethyl)glycine methyl ester dihydrochloride 在 N-甲基吗啉 、 N-羟基丁二酰亚胺 、 bromo-tris-dimethylamino-phosphonium hexafluorophosphate 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 [[2-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-(2-{2-[[2-(4-benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-(2-tert-butoxycarbonylamino-ethyl)-amino]-acetylamino}-ethyl)-amino]-acetic acid methyl ester
  参考文献：
  名称：

  Liquid-phase synthesis of polyamide nucleic acids (PNA)

  摘要：

  Three liquid-phase processes for the elaboration of short orthogonally protected PNA have been devised. Two of these methods are similar to the convergent and divergent approaches in peptide synthesis. The third process consists in building a fully protected polyamide backbone, by using as many different and orthogonal protecting groups as there are different types of nucleic bases in the targeted polyPNA. Simultaneous and selective cleavage of one kind of protecting group allows the simultaneous attachment of several identical nucleobase units. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01211-3