4,21-Di(propan-2-yl)-39,42,45-trioxa-1,4,7,11,14,18,21,24,27,34-decazatetracyclo[22.12.11.211,14.229,32]henpentaconta-29(49),30,32(48)-triene-3,6,19,22,26,35,37,47-octone | 1133693-79-4

• 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: 4,21-Di(propan-2-yl)-39,42,45-trioxa-1,4,7,11,14,18,21,24,27,34-decazatetracyclo[22.12.11.211,14.229,32]henpentaconta-29(49),30,32(48)-triene-3,6,19,22,26,35,37,47-octone
• CAS: 1133693-79-4
• 化学式: C₄₄H₇₀N₁₀O₁₁
• 分子量: 915.1
• InChiKey: PNWQHDXBSBADSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  65
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  232
• 氢给体数：
  4
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 1,4-双（2-异氰丙基）哌嗪 、 、 异丙胺 以 甲醇 为溶剂， 反应 1.0h， 以167 mg的产率得到4,21-Di(propan-2-yl)-39,42,45-trioxa-1,4,7,11,14,18,21,24,27,34-decazatetracyclo[22.12.11.211,14.229,32]henpentaconta-29(49),30,32(48)-triene-3,6,19,22,26,35,37,47-octone
  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