(S)-methyl-2-(hept-6-ynamido)-3-phenylpropanoic acid

• 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: (S)-methyl-2-(hept-6-ynamido)-3-phenylpropanoic acid
• 英文别名: (2S)-2-(hept-6-ynoylamino)-3-phenylpropanoic acid
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: RXSFNZCVRPEYNA-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-methyl-2-(hept-6-ynamido)-3-phenylpropanoic acid 在 4-二甲氨基吡啶 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 silver nitrate 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 49.0h， 生成
  参考文献：
  名称：

  Advanced Strategies for Efficient Macrocyclic Cu(I)-Catalyzed Cycloaddition of Azides

  摘要：

  An advanced strategy for efficient macrocyclic Cu(I)-catalyzed cycloaddition is described. The key features include employing azide-iodoalkyne cycloadditions (CuAiAC), low catalyst loadings, relatively high concentrations (30 mM ? 300 mM), and application to continuous flow. The remarkably efficient new tool affords a variety of macrocyclic skeletons having either different alkyl, aryl, or amino acid spacers in high yields (70-97%). The macrocyclic CuAiAC process affords macrocycles having an iodotriazole moiety that can be further functionalized using standard Pd-catalyzed cross-couplings.

  DOI：

  10.1021/ol502415a
• 作为产物：
  描述：

  6-庚炔酸 在 4-二甲氨基吡啶 、 水 、 N,N'-二环己基碳二亚胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 (S)-methyl-2-(hept-6-ynamido)-3-phenylpropanoic acid
  参考文献：
  名称：

  Advanced Strategies for Efficient Macrocyclic Cu(I)-Catalyzed Cycloaddition of Azides

  摘要：

  An advanced strategy for efficient macrocyclic Cu(I)-catalyzed cycloaddition is described. The key features include employing azide-iodoalkyne cycloadditions (CuAiAC), low catalyst loadings, relatively high concentrations (30 mM ? 300 mM), and application to continuous flow. The remarkably efficient new tool affords a variety of macrocyclic skeletons having either different alkyl, aryl, or amino acid spacers in high yields (70-97%). The macrocyclic CuAiAC process affords macrocycles having an iodotriazole moiety that can be further functionalized using standard Pd-catalyzed cross-couplings.

  DOI：

  10.1021/ol502415a

文献信息

• Advanced Strategies for Efficient Macrocyclic Cu(I)-Catalyzed Cycloaddition of Azides
  作者：Anne-Catherine Bédard、Shawn K. Collins

  DOI：10.1021/ol502415a

  日期：2014.10.17

  An advanced strategy for efficient macrocyclic Cu(I)-catalyzed cycloaddition is described. The key features include employing azide-iodoalkyne cycloadditions (CuAiAC), low catalyst loadings, relatively high concentrations (30 mM ? 300 mM), and application to continuous flow. The remarkably efficient new tool affords a variety of macrocyclic skeletons having either different alkyl, aryl, or amino acid spacers in high yields (70-97%). The macrocyclic CuAiAC process affords macrocycles having an iodotriazole moiety that can be further functionalized using standard Pd-catalyzed cross-couplings.