1-phenyl-butane-1,2,4-tricarboxylic acid trimethyl ester | 190269-54-6

• 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: 1-phenyl-butane-1,2,4-tricarboxylic acid trimethyl ester
• 英文别名: 1-Phenyl-butan-1,2,4-tricarbonsaeure-trimethylester；1,2,4-Trimethyl 1-phenyl-1,2,4-butanetricarboxylate；trimethyl 1-phenylbutane-1,2,4-tricarboxylate
• CAS: 190269-54-6
• 化学式: C₁₆H₂₀O₆
• 分子量: 308.331
• InChiKey: FERSCTSTEJBZRE-UHFFFAOYSA-N

物化性质

• 沸点：
  391.9±42.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-phenyl-butane-1,2,4-tricarboxylic acid trimethyl ester 在 盐酸 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 2-Phenyl-3-oxo-cyclopentancarbonsaeure
  参考文献：
  名称：

  Cyclopentane-based human NK1 antagonists. Part 1: Discovery and initial SAR

  摘要：

  An initial investigation of the novel cyclopentane scaffold 6 afforded low nanomolar human NK1 antagonists having enhanced water solubility properties compared to morpholine 1. A synthesis of this cyclopentane scaffold, having three contiguous chiral centers, and the unexpected determination that the 1,2-trans-2,3-trans-ring stereochemistry, as opposed to the cis-ether/phenyl configuration of the known structures 1-5, is optimal for this class of antagonist are described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.035
• 作为产物：
  描述：

  2,3-二氰基-3-苯基丙酸乙酯 在 盐酸 、 原甲酸三甲酯 作用下， 反应 69.0h， 生成 1-phenyl-butane-1,2,4-tricarboxylic acid trimethyl ester
  参考文献：
  名称：

  Cyclopentane-based human NK1 antagonists. Part 1: Discovery and initial SAR

  摘要：

  An initial investigation of the novel cyclopentane scaffold 6 afforded low nanomolar human NK1 antagonists having enhanced water solubility properties compared to morpholine 1. A synthesis of this cyclopentane scaffold, having three contiguous chiral centers, and the unexpected determination that the 1,2-trans-2,3-trans-ring stereochemistry, as opposed to the cis-ether/phenyl configuration of the known structures 1-5, is optimal for this class of antagonist are described. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.035

文献信息

• 187. Attempts to prepare new aromatic systems. Part I. cyclopentindene. Phenylcyclopentanecarboxylic acids, and derived ketones
  作者：Wilson Baker、W. G. Leeds

  DOI：10.1039/jr9480000974

  日期：——