tensyuic acid C | 1046811-86-2

• 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: tensyuic acid C
• 英文别名: 2-(6-ethoxy-6-oxohexyl)-3-methylidenebutanedioic acid
• CAS: 1046811-86-2
• 化学式: C₁₃H₂₀O₆
• 分子量: 272.298
• InChiKey: STUMFFBVBKIJSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙醇 、 在 ammonium cerium(IV) nitrate 作用下， 以36 mg的产率得到tensyuic acid C
  参考文献：
  名称：

  Synthesis and biological properties of tensyuic acids B, C, and E, and investigation of the optical purity of natural tensyuic acid B

  摘要：

  The first, concise total synthesis of (+/-)-tensyuic acids B, C, and E, using chemoselective formal S(N)2' type Grignard reactions and selective esterification, is described. In addition, the optical purity of natural (+/-)tensyuic acid B was determined using Chirabite-AR. Synthetic tensyuic acids, together with their intermediate compounds, were found to possess useful bioactive properties, with some of them showing potent activity against Trypanosorna brucei brucei strain GUTat 3.1. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.035

文献信息

• Synthesis and biological properties of tensyuic acids B, C, and E, and investigation of the optical purity of natural tensyuic acid B
  作者：Takanori Matsumaru、Toshiaki Sunazuka、Tomoyasu Hirose、Aki Ishiyama、Miyuki Namatame、Takashi Fukuda、Hiroshi Tomoda、Kazuhiko Otoguro、Satoshi Ōmura

  DOI：10.1016/j.tet.2008.05.035

  日期：2008.7

  The first, concise total synthesis of (+/-)-tensyuic acids B, C, and E, using chemoselective formal S(N)2' type Grignard reactions and selective esterification, is described. In addition, the optical purity of natural (+/-)tensyuic acid B was determined using Chirabite-AR. Synthetic tensyuic acids, together with their intermediate compounds, were found to possess useful bioactive properties, with some of them showing potent activity against Trypanosorna brucei brucei strain GUTat 3.1. (c) 2008 Elsevier Ltd. All rights reserved.