dimethyl (1S,21R,22S,25R)-5,8,11,14,17,26-hexaoxapentacyclo[19.4.1.02,20.04,18.022,25]hexacosa-2,4(18),19,23-tetraene-23,24-dicarboxylate | 188129-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: dimethyl (1S,21R,22S,25R)-5,8,11,14,17,26-hexaoxapentacyclo[19.4.1.02,20.04,18.022,25]hexacosa-2,4(18),19,23-tetraene-23,24-dicarboxylate
• CAS: 188129-23-9
• 化学式: C₂₄H₂₈O₁₀
• 分子量: 476.48
• InChiKey: KSXQJXYALOFPBS-VVIORFSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  dimethyl (1S,21R,22S,25R)-5,8,11,14,17,26-hexaoxapentacyclo[19.4.1.02,20.04,18.022,25]hexacosa-2,4(18),19,23-tetraene-23,24-dicarboxylate 在 叔丁基过氧化氢 、 甲基锂 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  Building BLOCK Strategies for the Synthesis of Molecular Clefts with Inside Functionality

  摘要：

  A new general route to U-type cavity structures (molecular clefts) with inside functionality has been developed using wall extension or base/ roof assembly methods which draw upon (i) the 1,3 dipolar cycloaddition reaction between alkenes and cyclobutene epoxides (ACE coupling) or (ii) the Diels-Alder reaction of alkenes with fused dihydropyridazines (s-tetrazine coupling). In this way, functional units (e.g., crown ethers, redox active naphthalenes) have been attached stereospecifically to short-walled bis-alkenes 1-5 to produce cavity structure 6-10 with top of-wall separations (C to C) from 4.5 to 12.7 Angstrom.

  DOI：

  10.1021/ol9905396
• 作为产物：
  描述：

  15,16-dibromo-2,3,5,6,8,9,11,12-octahydrobenzo{1,4,7,10,13}pentaoxacyclopentadecine 在 RuH₂(CO)(PPh₃)₃ 正丁基锂 作用下， 以 乙醚 、 苯 为溶剂， 反应 12.0h， 生成 dimethyl (1S,21R,22S,25R)-5,8,11,14,17,26-hexaoxapentacyclo[19.4.1.02,20.04,18.022,25]hexacosa-2,4(18),19,23-tetraene-23,24-dicarboxylate
  参考文献：
  名称：

  Novel Crown Ether Assemblies: The Role of Isobenzofurans for Attaching Crown Ethers to Rigid Molecular Racks in a Geometrically Precise Fashion

  摘要：

  已通过摩尔烯单体或双烯及新的冠醚异苯并呋喃制备了具有扩展和U型几何形状的刚性聚环烃纳米结构，并用15冠-5环进行了功能化；异苯并呋喃1,3位的取代基被用来修改环加成过程中的立体特异性，从而在构建过程中充当几何控制剂。

  DOI：

  10.1055/s-1997-701

文献信息

• Novel Crown Ether Assemblies: The Role of Isobenzofurans for Attaching Crown Ethers to Rigid Molecular Racks in a Geometrically Precise Fashion
  作者：Ronald Warrener、Shudong Wang、Richard Russell、Maxwell Gunter

  DOI：10.1055/s-1997-701

  日期：——

  Rigid polyalicyclic nanostructures with extended and U-shaped geometry and functionalised with 15-crown-5 rings have been prepared from molrac mono or bisalkenes and new crown ether isobenzofurans; substituents in the 1,3-position of the isobenzofuran are used to modify stereospecifities in the cycloaddition process thereby acting as geometrical control agents in the construction process.

  已通过摩尔烯单体或双烯及新的冠醚异苯并呋喃制备了具有扩展和U型几何形状的刚性聚环烃纳米结构，并用15冠-5环进行了功能化；异苯并呋喃1,3位的取代基被用来修改环加成过程中的立体特异性，从而在构建过程中充当几何控制剂。
• Building BLOCK Strategies for the Synthesis of Molecular Clefts with Inside Functionality
  作者：Ronald N. Warrener、Davor Margetic、Ananda S. Amarasekara、Douglas N. Butler、Indu B. Mahadevan、Richard A. Russell

  DOI：10.1021/ol9905396

  日期：1999.7.1

  A new general route to U-type cavity structures (molecular clefts) with inside functionality has been developed using wall extension or base/ roof assembly methods which draw upon (i) the 1,3 dipolar cycloaddition reaction between alkenes and cyclobutene epoxides (ACE coupling) or (ii) the Diels-Alder reaction of alkenes with fused dihydropyridazines (s-tetrazine coupling). In this way, functional units (e.g., crown ethers, redox active naphthalenes) have been attached stereospecifically to short-walled bis-alkenes 1-5 to produce cavity structure 6-10 with top of-wall separations (C to C) from 4.5 to 12.7 Angstrom.