9,9-dimethoxy-1-trimethylsilyl-1,3-nonadiyne | 602295-50-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 9,9-dimethoxy-1-trimethylsilyl-1,3-nonadiyne
• 英文别名: 9,9-Dimethoxynona-1,3-diynyl(trimethyl)silane
• CAS: 602295-50-1
• 化学式: C₁₄H₂₄O₂Si
• 分子量: 252.429
• InChiKey: VRSGPONGYOPQLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,9-dimethoxy-1-trimethylsilyl-1,3-nonadiyne 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 12.67h， 生成 (E)-N-isobutyl 11-trimethylsilyl-undeca-2-ene-8,10-diynamide
  参考文献：
  名称：

  Diacetylenic isobutylamides of Echinacea: synthesis and natural distribution

  摘要：

  The syntheses of three diacetylenic isobutylamides of Echinacea angustifolia have been achieved by direct synthetic routes by way of a common intermediate. The key step is the alkylation of the anion of the silylated diacetylene. We report the presence of all three diacetylenic isobutylamides in six of the nine Echinacea species: E. angustifolia, E sanguinea, E. simulata, E. tennesseensis, E. atrorubens and E. laevigata. The accumulation of these amides is sensitive to organ type and age. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.06.027
• 作为产物：
  描述：

  Imidazole-1-carbothioic acid O-[1-(4,4-dimethoxy-butyl)-5-trimethylsilanyl-penta-2,4-diynyl] ester 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以69%的产率得到9,9-dimethoxy-1-trimethylsilyl-1,3-nonadiyne
  参考文献：
  名称：

  Diacetylenic isobutylamides of Echinacea: synthesis and natural distribution

  摘要：

  The syntheses of three diacetylenic isobutylamides of Echinacea angustifolia have been achieved by direct synthetic routes by way of a common intermediate. The key step is the alkylation of the anion of the silylated diacetylene. We report the presence of all three diacetylenic isobutylamides in six of the nine Echinacea species: E. angustifolia, E sanguinea, E. simulata, E. tennesseensis, E. atrorubens and E. laevigata. The accumulation of these amides is sensitive to organ type and age. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.06.027

文献信息

• Synthesis of N-(2-methylpropyl)-2E-undecene-8,10-diynamide, a novel constituent of Echinacea angustifolia
  作者：George A. Kraus、Jaehoon Bae

  DOI：10.1016/s0040-4039(03)01253-x

  日期：2003.7

  The first synthesis of a diacetylenic amide from Echinacea is reported. The key steps included the reaction of an aldehyde with the monoanion of a diacetylene and the reductive removal of a propargylic alcohol. (C) 2003 Elsevier Science Ltd. All rights reserved.