1,3,5-tris(acetoxymethyl)-2,4,6-tris(ethynyl)benzene | 467420-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3,5-tris(acetoxymethyl)-2,4,6-tris(ethynyl)benzene
• 英文别名: [3,5-Bis(acetyloxymethyl)-2,4,6-triethynylphenyl]methyl acetate；[3,5-bis(acetyloxymethyl)-2,4,6-triethynylphenyl]methyl acetate
• CAS: 467420-09-3
• 化学式: C₂₁H₁₈O₆
• 分子量: 366.37
• InChiKey: NADZRWZBAZWNBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-碘苯甲酸乙酯, 、 1,3,5-tris(acetoxymethyl)-2,4,6-tris(ethynyl)benzene 在 四(三苯基膦)钯 哌啶 、 copper(l) iodide 作用下， 反应 48.5h， 以23%的产率得到1,3,5-tris(hydroxymethyl)-2,4,6-tris(2-ethoxycarbonylphenyl)ethynyl benzene
  参考文献：
  名称：

  Novel C3-Symmetric Molecular Scaffolds with Potential Facial Differentiation

  摘要：

  The conversion of 1.3.5-substituted benzene and mesitylene by electrophilic aromatic substitution and Sonogashira cross-coupling, respectively, furnished the C-3-symmetric, hexasubstituted benzene derivatives 1 and 2 with an alternating substitution pattern. Based on the molecular scaffolds obtained. the two systems serve as model compounds for novel receptor molecules with distinct geometric features. X-ray structures have been obtained for 1 and 2. which are discussed in regard to their aptitude as receptor platforms or supramolecular building blocks. By looking at the rotational barriers for the functional groups placed around the molecular scaffolds by variable temperature H-1 NMR spectroscopy, 1 and 2 turn out to exist in rapidly interconverting conformations. The alignment of these potential binding groups around the molecular scaffolds should be strongly biased by specific interactions with suitable guest molecules.

  DOI：

  10.1002/1521-3765(20020517)8:10<2274::aid-chem2274>3.0.co;2-t
• 作为产物：
  描述：

  1,3,5-三碘-2,4,6-三甲基苯 在 bis-triphenylphosphine-palladium(II) chloride N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 104.0h， 生成 1,3,5-tris(acetoxymethyl)-2,4,6-tris(ethynyl)benzene
  参考文献：
  名称：

  Novel C3-Symmetric Molecular Scaffolds with Potential Facial Differentiation

  摘要：

  The conversion of 1.3.5-substituted benzene and mesitylene by electrophilic aromatic substitution and Sonogashira cross-coupling, respectively, furnished the C-3-symmetric, hexasubstituted benzene derivatives 1 and 2 with an alternating substitution pattern. Based on the molecular scaffolds obtained. the two systems serve as model compounds for novel receptor molecules with distinct geometric features. X-ray structures have been obtained for 1 and 2. which are discussed in regard to their aptitude as receptor platforms or supramolecular building blocks. By looking at the rotational barriers for the functional groups placed around the molecular scaffolds by variable temperature H-1 NMR spectroscopy, 1 and 2 turn out to exist in rapidly interconverting conformations. The alignment of these potential binding groups around the molecular scaffolds should be strongly biased by specific interactions with suitable guest molecules.

  DOI：

  10.1002/1521-3765(20020517)8:10<2274::aid-chem2274>3.0.co;2-t

文献信息

• [EN] MULTICYCLIC PEPTIDES AND METHODS FOR THEIR PREPARATION<br/>[FR] PEPTIDES MULTICYCLIQUES ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：STICHTING TECHNISCHE WETENSCHAPPEN

  公开号：WO2018106112A1

  公开（公告）日：2018-06-14

  The invention relates to methods for preparing a compound comprising a peptide attached to a molecular scaffold whereby multiple peptide loops are formed, to compounds that can be obtained with such methods and uses thereof.

  这项发明涉及制备一种包括肽附着在分子支架上的化合物的方法，从而形成多个肽环，以及可以通过这些方法获得的化合物及其用途。
• Multicyclic peptides and methods for their preparation
  申请人：Universiteit van Amsterdam

  公开号：US11192918B2

  公开（公告）日：2021-12-07

  The invention relates to methods for preparing a compound comprising a peptide attached to a molecular scaffold whereby multiple peptide loops are formed, to compounds that can be obtained with such methods and uses thereof.

  本发明涉及一种化合物的制备方法，该化合物由连接到分子支架上的多肽组成，在分子支架上形成多个肽环，本发明还涉及用这种方法可以获得的化合物及其用途。
• MULTICYCLIC PEPTIDES AND METHODS FOR THEIR PREPARATION
  申请人：Stichting voor de Technische Wetenschappen

  公开号：EP3551642A1

  公开（公告）日：2019-10-16
• Multicyclic Peptides and Methods for Their Preparation
  申请人：Stichting voor de Technische Wetenschappen

  公开号：US20200239516A1

  公开（公告）日：2020-07-30

  The invention relates to methods for preparing a compound comprising a peptide attached to a molecular scaffold whereby multiple peptide loops are formed, to compounds that can be obtained with such methods and uses thereof.