(2S,3R,16S,17R,26Z)-3,16-diphenoxy-8,11,24,29-tetraoxa-5,14-diazapentacyclo[28.4.0.02,5.014,17.018,23]tetratriaconta-1(34),18,20,22,26,30,32-heptaene-4,15-dione | 1158842-92-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (2S,3R,16S,17R,26Z)-3,16-diphenoxy-8,11,24,29-tetraoxa-5,14-diazapentacyclo[28.4.0.02,5.014,17.018,23]tetratriaconta-1(34),18,20,22,26,30,32-heptaene-4,15-dione
• CAS: 1158842-92-2
• 化学式: C₄₀H₄₀N₂O₈
• 分子量: 676.766
• InChiKey: XRGHSVZTRMKWBN-CRMQOBLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  50
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  96
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  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 、 苯氧乙酰氯 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (2S,3R,16S,17R,26Z)-3,16-diphenoxy-8,11,24,29-tetraoxa-5,14-diazapentacyclo[28.4.0.02,5.014,17.018,23]tetratriaconta-1(34),18,20,22,26,30,32-heptaene-4,15-dione 、 (2S,3R,16R,17S,26Z)-3,16-diphenoxy-8,11,24,29-tetraoxa-5,14-diazapentacyclo[28.4.0.02,5.014,17.018,23]tetratriaconta-1(34),18,20,22,26,30,32-heptaene-4,15-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

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.