5,11-bis(2-chloroacetamido)-17,23-diphthalimido-25,26,27,28-tetrapropoxycalix[4]arene | 175358-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 5,11-bis(2-chloroacetamido)-17,23-diphthalimido-25,26,27,28-tetrapropoxycalix[4]arene
• 英文别名: 2-chloro-N-[11-[(2-chloroacetyl)amino]-17,23-bis(1,3-dioxoisoindol-2-yl)-25,26,27,28-tetrapropoxy-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]acetamide
• CAS: 175358-64-2
• 化学式: C₆₀H₅₈Cl₂N₄O₁₀
• 分子量: 1066.05
• InChiKey: NLESBMRPQHQVLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  76
• 可旋转键数：
  18
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  170
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  C-undecylcavitandtetrol 、 5,11-bis(2-chloroacetamido)-17,23-diphthalimido-25,26,27,28-tetrapropoxycalix[4]arene 在 caesium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 15.5h， 以41%的产率得到20,26-Bis(1,3-dioxoisoindol-2-yl)-45,51-dihydroxy-15,31,74,75-tetrapropoxy-58,62,66,69-tetra(undecyl)-3,5,8,38,41,43,47,49,53,55-decaoxa-11,35-diazapentadecacyclo[55.11.3.112,16.114,32.118,22.124,28.130,34.02,39.06,70.07,56.040,67.044,65.046,63.050,61.052,59]hexaheptaconta-1,6(70),7(56),12,14,16(76),18(75),19,21,24,26,28(74),30(72),31,33,39,44(65),45,50,52(59),57(71),60,63,67-tetracosaene-10,36-dione
  参考文献：
  名称：

  Combination of Calix[4]arenes and Resorcin[4]arenes for the Complexation of Steroids

  摘要：

  Receptor molecules with large cavities synthesized by the combination of building blocks that already possess a cavity, viz. calix[4]arenes and resorcin[4]arenes, are described. These receptor molecules are synthesized by reaction of one or two upper rim 1,2-difunctionalized calix[4]arene fragments oriented either endo or exo toward a cavitand unit. The endo:exo ratio depends on the substituents at the 3- and 4-positions of the calix[4]arenes. These novel receptor molecules complex steroids with association constants of (0.9-9.5) x 10(2) M(-1) in CDCl3.

  DOI：

  10.1021/jo960256g
• 作为产物：
  描述：

  氯乙酰氯 、 5,11-diamino-17,23-diphthalimido-25,26,27,28-tetrapropoxycalix[4]arene 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以89%的产率得到5,11-bis(2-chloroacetamido)-17,23-diphthalimido-25,26,27,28-tetrapropoxycalix[4]arene
  参考文献：
  名称：

  Combination of Calix[4]arenes and Resorcin[4]arenes for the Complexation of Steroids

  摘要：

  Receptor molecules with large cavities synthesized by the combination of building blocks that already possess a cavity, viz. calix[4]arenes and resorcin[4]arenes, are described. These receptor molecules are synthesized by reaction of one or two upper rim 1,2-difunctionalized calix[4]arene fragments oriented either endo or exo toward a cavitand unit. The endo:exo ratio depends on the substituents at the 3- and 4-positions of the calix[4]arenes. These novel receptor molecules complex steroids with association constants of (0.9-9.5) x 10(2) M(-1) in CDCl3.

  DOI：

  10.1021/jo960256g

文献信息

• A Modular Approach to Potential Synthetic Receptors with Large Surfaces Based on Crown[n]cavitands
  作者：Irene Higler、Harold Boerrigter、Willem Verboom、Huub Kooijman、Anthony L. Spek、David N. Reinhoudt

  DOI：10.1002/(sici)1099-0690(199808)1998:8<1597::aid-ejoc1597>3.0.co;2-1

  日期：1998.8

  The bridging of two hydroxy groups at adjacent aromatic rings by a pentaethyleneglycol unit is favored over the bridging of two hydroxy groups at opposite aromatic rings. The presence of a sodium base enhances the formation of the 1,2-crown[n]cavitand and improves the yield. The combination of 1,2-crown[6]cavitands with calix[4]arenes or resorcin[4]arenes resulted in potential receptor molecules with

  Crown[n]cavitands 是通过用聚乙二醇二甲苯磺酸酯对四羟基空腔化合物进行烷基化来合成的。与两个羟基在相反芳环上的桥接相比，五乙二醇单元在相邻芳环上的两个羟基的桥接更有利。钠碱的存在增强了 1,2-冠[n]腔的形成并提高了产率。1,2-冠[6]空腔与杯[4]芳烃或间苯二酚[4]芳烃的组合产生具有大疏水表面的潜在受体分子。
• Combination of Calix[4]arenes and Resorcin[4]arenes for the Complexation of Steroids
  作者：Irene Higler、Peter Timmerman、Willem Verboom、David N. Reinhoudt

  DOI：10.1021/jo960256g

  日期：1996.1.1

  Receptor molecules with large cavities synthesized by the combination of building blocks that already possess a cavity, viz. calix[4]arenes and resorcin[4]arenes, are described. These receptor molecules are synthesized by reaction of one or two upper rim 1,2-difunctionalized calix[4]arene fragments oriented either endo or exo toward a cavitand unit. The endo:exo ratio depends on the substituents at the 3- and 4-positions of the calix[4]arenes. These novel receptor molecules complex steroids with association constants of (0.9-9.5) x 10(2) M(-1) in CDCl3.