2,6,8,12-tetraacetyl-2,4,6,8,10,12-hexaazaisowurtzitane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2,6,8,12-tetraacetyl-2,4,6,8,10,12-hexaazaisowurtzitane
• 英文别名: 1-[(3R,5S,9R,11S)-6,8,12-triacetyl-2,4,6,8,10,12-hexazatetracyclo[5.5.0.03,11.05,9]dodecan-2-yl]ethanone
• 化学式: C₁₄H₂₀N₆O₄
• 分子量: 336.351
• InChiKey: HVYHGOIMTRVUCH-CPWXTWDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,6,8,12-tetraacetyl-4,10-dibenzyl-2,4,6,8,10,12-hexaazaisowurtzitane 在 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 作用下， 以 水 为溶剂， 60.0 ℃ 、1.0 MPa 条件下， 生成 2,6,8,12-tetraacetyl-2,4,6,8,10,12-hexaazaisowurtzitane
  参考文献：
  名称：

  Synthesis of 2,6,8,12-Tetraacetyl-2,4,6,8,10,12-hexaazaisowurtzitane (TAIW) from 2,6,8,12-Tetraacetyl-4,10-dibenzyl-2,4,6,8,10,12-hexaazaisowurtzitane (TADBIW) by Catalytic Hydrogenolysis Using a Continuous Flow Process

  摘要：

  Synthesis of 2,6,8,12-tetraacetyl-2,4,6,8,10,12-hexaazaisowurtzitane (TAIW) by catalytic hydrogenolysis of 2,6,8,12-tetraacetyl-4,10-dibenzyl-2,4,6,8,10,12-hexaazaisowurtzitane (TADBIW), a key step for the synthesis of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (HNIW), has been first implemented under continuous flow conditions using the commercially available H-Cube Pro reactor. Several variables (i.e., reaction temperature, flow rate, and pressure) and the stability of the system have been investigated to optimize the operating conditions. The results show that a continuous flow system provides a better yield than a batch system. For instance, the yield is 99% at the optimized conditions, while the best yield from batch reactions is 92%. Continuous flow synthesis of TAIW has potential applications in improving the production technologies of HNIW for its many advantages over batch reactions.

  DOI：

  10.1021/op500020d