methyl 11-hydroxy-2-methylene-3-methoxycarbonylundecanate | 1046480-06-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 11-hydroxy-2-methylene-3-methoxycarbonylundecanate
• 英文别名: Dimethyl 2-(8-hydroxyoctyl)-3-methylidenebutanedioate
• CAS: 1046480-06-1
• 化学式: C₁₅H₂₆O₅
• 分子量: 286.368
• InChiKey: XOXGCXCYHRXTAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 11-hydroxy-2-methylene-3-methoxycarbonylundecanate 在 pyridine-SO3 complex 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  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
• 作为产物：
  描述：

  methyl 11-(tert-butyldiphenylsilyloxy)-2-methylene-3-methoxycarbonylundecanate 在 吡啶 、 氢氟酸 作用下， 以88%的产率得到methyl 11-hydroxy-2-methylene-3-methoxycarbonylundecanate
  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.