(1R,11E,22S,35S,36R)-35,36-dinaphthalen-2-yl-2,9,14,21,27,30-hexaoxa-24,33-diazapentacyclo[31.1.1.122,24.03,8.015,20]hexatriaconta-3,5,7,11,15,17,19-heptaene-23,34-dione | 1234320-38-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,11E,22S,35S,36R)-35,36-dinaphthalen-2-yl-2,9,14,21,27,30-hexaoxa-24,33-diazapentacyclo[31.1.1.122,24.03,8.015,20]hexatriaconta-3,5,7,11,15,17,19-heptaene-23,34-dione
• CAS: 1234320-38-7
• 化学式: C₄₈H₄₄N₂O₈
• 分子量: 776.886
• InChiKey: GLWMCMBLBHLFCG-SEPUQYOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  58
• 可旋转键数：
  2
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  4-naphthalen-2-yl-1-[2-[2-[2-[2-naphthalen-2-yl-4-oxo-3-(2-prop-2-enoxyphenoxy)azetidin-1-yl]ethoxy]ethoxy]ethyl]-3-(2-prop-2-enoxyphenoxy)azetidin-2-one 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (1R,11E,22S,35S,36R)-35,36-dinaphthalen-2-yl-2,9,14,21,27,30-hexaoxa-24,33-diazapentacyclo[31.1.1.122,24.03,8.015,20]hexatriaconta-3,5,7,11,15,17,19-heptaene-23,34-dione 、
  参考文献：
  名称：

  Sequential Staudinger Ketene−Imine Cycloaddition, RCM Approach to Highly Rigid Macrocrocyclic Bisazetidinones

  摘要：

  An efficient approach to highly rigid macrocyclic bisazetidinones with interesting structural feature was achieved via sequential Staudinger ketene-imine cycloaddition of o-allyloxyphenoxyketene and bis-arylidenediamines followed by RCM. The ketene-imine cycloaddition afforded the corresponding bis-o-allyloxyphenoxyazetidinones 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 good yields of the corresponding novel macrocyclic bisazetidinones. The cis-anti-cis bisazetidinones are readily identified by (1)H NMR using Eu(hfc)(3) chiral shift reagent. (1)H NMR indicated the high shielding effect of the aryl substituents on one of the ortho-H's of the condensed phenylene ring, and VT (1)H NMR indicates the highly restricted rotation of the aryl groups, thus offering a highly rigid system.

  DOI：

  10.1021/jo100679d