(S)-13-Benzyloxymethyl-1,9,12,15,18,19-hexaaza-tricyclo[15.2.1.0^2,7]icosa-2,4,6,17(20),18-pentaene-8,11,14-trione | 871117-40-7

• 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)-13-Benzyloxymethyl-1,9,12,15,18,19-hexaaza-tricyclo[15.2.1.0^2,7]icosa-2,4,6,17(20),18-pentaene-8,11,14-trione
• 英文别名: (13S)-13-(phenylmethoxymethyl)-1,9,12,15,18,19-hexazatricyclo[15.2.1.02,7]icosa-2,4,6,17(20),18-pentaene-8,11,14-trione
• CAS: 871117-40-7
• 化学式: C₂₂H₂₂N₆O₄
• 分子量: 434.454
• InChiKey: LJGFUKOYXSMYIB-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  127
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-13-Benzyloxymethyl-1,9,12,15,18,19-hexaaza-tricyclo[15.2.1.0^2,7]icosa-2,4,6,17(20),18-pentaene-8,11,14-trione 在 palladium on activated charcoal 氢气 作用下， 反应 24.0h， 生成 (S)-13-Hydroxymethyl-1,9,12,15,18,19-hexaaza-tricyclo[15.2.1.0^2,7]icosa-2,4,6,17(20),18-pentaene-8,11,14-trione
  参考文献：
  名称：

  Ring Closure to β-Turn Mimics via Copper-Catalyzed Azide/Alkyne Cycloadditions

  摘要：

  Copper-catalyzed azide alkyne cycloadditions of the linear substrates 1 were used to form the cyclic derivatives 2. Computational, NMR, and CD analyses of these compounds indicate that their most favorable conformational states include type I and type H beta-turn conformations. Selectivity for the dimeric products 6 in these cyclization reactions is discussed.

  DOI：

  10.1021/jo0516180
• 作为产物：
  描述：

  2-叠氮苯甲酸 在 4-二甲氨基吡啶 、 copper(l) iodide 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 (S)-13-Benzyloxymethyl-1,9,12,15,18,19-hexaaza-tricyclo[15.2.1.0^2,7]icosa-2,4,6,17(20),18-pentaene-8,11,14-trione
  参考文献：
  名称：

  Ring Closure to β-Turn Mimics via Copper-Catalyzed Azide/Alkyne Cycloadditions

  摘要：

  Copper-catalyzed azide alkyne cycloadditions of the linear substrates 1 were used to form the cyclic derivatives 2. Computational, NMR, and CD analyses of these compounds indicate that their most favorable conformational states include type I and type H beta-turn conformations. Selectivity for the dimeric products 6 in these cyclization reactions is discussed.

  DOI：

  10.1021/jo0516180

文献信息

• Ring Closure to β-Turn Mimics via Copper-Catalyzed Azide/Alkyne Cycloadditions
  作者：Yu Angell、Kevin Burgess

  DOI：10.1021/jo0516180

  日期：2005.11.1

  Copper-catalyzed azide alkyne cycloadditions of the linear substrates 1 were used to form the cyclic derivatives 2. Computational, NMR, and CD analyses of these compounds indicate that their most favorable conformational states include type I and type H beta-turn conformations. Selectivity for the dimeric products 6 in these cyclization reactions is discussed.