(4Z)-2,7,18,21-tetraoxa-15,24-diazatricyclo[24.4.0.08,13]triaconta-1(30),4,8,10,12,14,24,26,28-nonaene | 1158842-91-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4Z)-2,7,18,21-tetraoxa-15,24-diazatricyclo[24.4.0.08,13]triaconta-1(30),4,8,10,12,14,24,26,28-nonaene
• CAS: 1158842-91-1
• 化学式: C₂₄H₂₈N₂O₄
• 分子量: 408.497
• InChiKey: YSINPVSDGZQEIC-NINRTOFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4Z)-2,7,18,21-tetraoxa-15,24-diazatricyclo[24.4.0.08,13]triaconta-1(30),4,8,10,12,14,24,26,28-nonaene 、 2-(萘-1-基氧基)乙酰氯 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (1R,14S,14aR,28bS,Z)-1,14-bis(naphthalen-1-yloxy)-1,4,5,7,8,10,11,14,14a,20,23,28b-dodecahydro-2H,13H-bis(azeto)[1,2-g:2',1'-s]dibenzo[i,q][1,4,11,16]tetraoxa[7,20]diazacyclodocosine-2,13-dione 、
  参考文献：
  名称：

  Staudinger Ketene−Imine Cycloaddition, RCM Approach to Macrocrocyclic Bisazetidinones

  摘要：

  Application of Staudinger ketene-imine cycloaddition reaction to bis-o-allyloxyarylideneamines afforded the corresponding bisallyloxyazetidinones; as the cis-cis diastereomers, exclusively obtained as a mixture of cis-syn-cis and cis-anti-cis. RCM of the latter using Grubbs' catalysts afforded the corresponding macrocyclic bisazetidinones in good yields. The cis-anti-cis bisazetidinones are readily identified by H-1 NMR using Eu(hfC)(3) chiral shift reagent.

  DOI：

  10.1021/jo9006392
• 作为产物：
  描述：

  1,8-二氨基-3,6-二氧杂辛烷 、 (Z)-1,4-bis(o-formylphenoxy)-2-butene 以 甲醇 为溶剂， 反应 2.0h， 以81%的产率得到(4Z)-2,7,18,21-tetraoxa-15,24-diazatricyclo[24.4.0.08,13]triaconta-1(30),4,8,10,12,14,24,26,28-nonaene
  参考文献：
  名称：

  Staudinger Ketene−Imine Cycloaddition, RCM Approach to Macrocrocyclic Bisazetidinones

  摘要：

  Application of Staudinger ketene-imine cycloaddition reaction to bis-o-allyloxyarylideneamines afforded the corresponding bisallyloxyazetidinones; as the cis-cis diastereomers, exclusively obtained as a mixture of cis-syn-cis and cis-anti-cis. RCM of the latter using Grubbs' catalysts afforded the corresponding macrocyclic bisazetidinones in good yields. The cis-anti-cis bisazetidinones are readily identified by H-1 NMR using Eu(hfC)(3) chiral shift reagent.

  DOI：

  10.1021/jo9006392

文献信息

• Staudinger Ketene−Imine Cycloaddition, RCM Approach to Macrocrocyclic Bisazetidinones
  作者：Yehia A. Ibrahim、Talal F. Al-Azemi、Mohamed D. Abd El-Halim、Elizabeth John

  DOI：10.1021/jo9006392

  日期：2009.6.5

  Application of Staudinger ketene-imine cycloaddition reaction to bis-o-allyloxyarylideneamines afforded the corresponding bisallyloxyazetidinones; as the cis-cis diastereomers, exclusively obtained as a mixture of cis-syn-cis and cis-anti-cis. RCM of the latter using Grubbs' catalysts afforded the corresponding macrocyclic bisazetidinones in good yields. The cis-anti-cis bisazetidinones are readily identified by H-1 NMR using Eu(hfC)(3) chiral shift reagent.