| 1133693-83-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• CAS: 1133693-83-0
• 化学式: C₆₇H₉₉N₁₃O₁₃
• 分子量: 1294.6
• InChiKey: CCSCIEJJFAEEHC-BNLBYEDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.37
• 重原子数：
  93.0
• 可旋转键数：
  6.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  302.9
• 氢给体数：
  6.0
• 氢受体数：
  16.0

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 吡啶-2,6-二甲酸 、 异氰酸叔丁酯 、 以 甲醇 为溶剂， 反应 1.0h， 以200 mg的产率得到
  参考文献：
  名称：

  Architectural Chemistry: Synthesis of Topologically Diverse Macromulticycles by Sequential Multiple Multicomponent Macrocyclizations

  摘要：

  How can conformationally restricted polyvalent molecules be accessed rapidly? A sequential approach involving two multiple multicomponent macrocyclizations including bifunctional building blocks (MiBs) with up to five Ugi-four-component reactions (Ugi-4CR) has been developed to produce nonsymmetric macromulticycles. Topologically diverse structures, such as nonsymmetric cryptands and clam-,and igloo-shaped macromulticycles were obtained in reaction sequences that comprise the incorporation of up to 13 building blocks by forming 20 new bonds without purification of intermediates. Cryptands were produced by a sequential-MiB procedure in which the Ugi-type functional groups of the second MiB are attached to the peptoid backbones from the first multicomponent macrocyclization. These macrobicycles show two completely new features; i.e., three different tether chains can be obtained in one pot, and tertiary amide bonds are used as bridgeheads. Alternatively, the same reaction sequence, i.e., MiB/deprotection/MiB, can be used to produce clam-shaped macrobicycles, demonstrated with a tetrafunctional cholanic steroid as a hinge moiety. Macrotetracycles endowed with igloo-type topologies are accessible by an advanced protocol featuring consecutive double and 3-fold Ugi-4CR-based macrocyclizations. Other building blocks than cholanic steroids employed include aryl, heterocyclic, polyether, and other recognition motifs. The examples given are a first-generation demonstration of an "architectural chemistry" that allows to construct three-dimensional multimotif covalent molecular "buildings" of unprecedented complexity by design.

  DOI：

  10.1021/ja809005k