methyl (2R)-2-[2-[[(2R)-2-[2-[[(2R)-2-(2-aminophenoxy)propanoyl]amino]phenoxy]propanoyl]amino]phenoxy]propanoate | 1186580-03-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (2R)-2-[2-[[(2R)-2-[2-[[(2R)-2-(2-aminophenoxy)propanoyl]amino]phenoxy]propanoyl]amino]phenoxy]propanoate
• CAS: 1186580-03-9
• 化学式: C₂₈H₃₁N₃O₇
• 分子量: 521.57
• InChiKey: QIXORMFRUSQPNK-GUDVDZBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl (2R)-2-[2-[[(2R)-2-[2-[[(2R)-2-(2-aminophenoxy)propanoyl]amino]phenoxy]propanoyl]amino]phenoxy]propanoate 在 lithium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.25h， 以94%的产率得到(3R,13R,23R)-3,13,23-trimethyl-2,12,22-trioxa-5,15,25-triazatetracyclo[24.4.0.06,11.016,21]triaconta-1(30),6,8,10,16,18,20,26,28-nonaene-4,14,24-trione
  参考文献：
  名称：

  A cyclic trimer of 2-(2-aminophenoxy)propionic acid with a bowl-shaped structure

  摘要：

  A cyclic trimer of (R)-2-(2-aminophenoxy)propanoic acid, a delta-amino acid analogue, was synthesized. Molecular mechanics calculations on the cyclic trimer predicted that a concave network of sequential hydrogen bonds forms a C(3)-symmetric bowl-shaped structure. Evidence for this conformation was found in the NMR spectra of the trimer in D-chloroform. Although the single-crystal structure of the cyclic trimer indicates that chloroform could be included in the bowl-shaped structure, the conformation was not C(3)-symmetric and the hydrogen bonding network was of a different mode. These different conformations between solid and Solution were reasonably clear from IR spectra. (C) 2009 Elsevier Ltd. All Fights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.029
• 作为产物：
  描述：

  C₂₈H₂₉N₃O₉ 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以95%的产率得到methyl (2R)-2-[2-[[(2R)-2-[2-[[(2R)-2-(2-aminophenoxy)propanoyl]amino]phenoxy]propanoyl]amino]phenoxy]propanoate
  参考文献：
  名称：

  A cyclic trimer of 2-(2-aminophenoxy)propionic acid with a bowl-shaped structure

  摘要：

  A cyclic trimer of (R)-2-(2-aminophenoxy)propanoic acid, a delta-amino acid analogue, was synthesized. Molecular mechanics calculations on the cyclic trimer predicted that a concave network of sequential hydrogen bonds forms a C(3)-symmetric bowl-shaped structure. Evidence for this conformation was found in the NMR spectra of the trimer in D-chloroform. Although the single-crystal structure of the cyclic trimer indicates that chloroform could be included in the bowl-shaped structure, the conformation was not C(3)-symmetric and the hydrogen bonding network was of a different mode. These different conformations between solid and Solution were reasonably clear from IR spectra. (C) 2009 Elsevier Ltd. All Fights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.029

文献信息

• A cyclic trimer of 2-(2-aminophenoxy)propionic acid with a bowl-shaped structure
  作者：Motohiro Akazome、Junpei Sukegawa、Yohei Goto、Shoji Matsumoto

  DOI：10.1016/j.tetlet.2009.07.029

  日期：2009.9

  A cyclic trimer of (R)-2-(2-aminophenoxy)propanoic acid, a delta-amino acid analogue, was synthesized. Molecular mechanics calculations on the cyclic trimer predicted that a concave network of sequential hydrogen bonds forms a C(3)-symmetric bowl-shaped structure. Evidence for this conformation was found in the NMR spectra of the trimer in D-chloroform. Although the single-crystal structure of the cyclic trimer indicates that chloroform could be included in the bowl-shaped structure, the conformation was not C(3)-symmetric and the hydrogen bonding network was of a different mode. These different conformations between solid and Solution were reasonably clear from IR spectra. (C) 2009 Elsevier Ltd. All Fights reserved.