叠氮-八聚乙二醇-叠氮 | 361543-07-9

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 叠氮-八聚乙二醇-叠氮
• 英文名称: 1,2-Bis-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethane
• 英文别名: Azido-PEG8-Azide；1-azido-2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethane
• CAS: 361543-07-9
• 化学式: C₁₈H₃₆N₆O₈
• 分子量: 464.519
• InChiKey: YLSWPTOPFFQZHP-UHFFFAOYSA-N

物化性质

• 溶解度：
  溶于水、DMSO、DCM、DMF

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  32
• 可旋转键数：
  27
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  叠氮-八聚乙二醇-叠氮 在 三苯基膦 作用下， 以 四氢呋喃 、 水 为溶剂， 以95%的产率得到3,6,9,12,15,18,21,24-八氧杂二十六烷-1,26-二胺
  参考文献：
  名称：

  Synthesis and analysis of polyethylene glycol linked P-glycoprotein-specific homodimers based on (−)-stipiamide

  摘要：

  A series of five homodimeric polyethylene glycol (PEG) linked homodimers based on the multidrug resistance reversal agent (-)-stipiamide were made and tested fur their ability to interact with P-glycoprotein, the protein responsible for multidrug resistance, using ATPase and photoaffinity displacement assays. Key reactions include a new alkoxide-mesylate displacement for the assembly of the PEG linkers and a double Sunogashira coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00619-0
• 作为产物：
  描述：

  九甘醇 在 甲基磺酰氯 、 三乙胺 、 sodium azide 作用下， 以 乙醇 为溶剂， 以95%的产率得到叠氮-八聚乙二醇-叠氮
  参考文献：
  名称：

  Synthesis and analysis of polyethylene glycol linked P-glycoprotein-specific homodimers based on (−)-stipiamide

  摘要：

  A series of five homodimeric polyethylene glycol (PEG) linked homodimers based on the multidrug resistance reversal agent (-)-stipiamide were made and tested fur their ability to interact with P-glycoprotein, the protein responsible for multidrug resistance, using ATPase and photoaffinity displacement assays. Key reactions include a new alkoxide-mesylate displacement for the assembly of the PEG linkers and a double Sunogashira coupling reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00619-0

文献信息

• Ethylene glycol-based ionic liquids via azide/alkyne click chemistry
  作者：Parvin Zare、Maria Mahrova、Emilia Tojo、Anja Stojanovic、Wolfgang H. Binder

  DOI：10.1002/pola.26362

  日期：2013.1.1

  preparation of dicationic ethylene glycol based‐ionic liquids (ILs) via the azide/alkyne “click” reaction is presented. The copper(I) catalyzed, microwave‐assisted azide/alkyne “click” reaction between diazido‐ethylene glycols and the corresponding alkyne containing IL‐head group enables a simple preparation of different sets of poly(ethylene glycol)‐based ILs. Beside tetra‐ and hexa(ethylene glycol)‐based ILs

  提出了一种通过叠氮化物/炔烃“咔嗒”反应制备乙二醇基离子型离子液体（ILs）的简便合成途径。二叠氮基乙二醇与相应的含炔头基的炔烃之间的铜（I）催化，微波辅助的叠氮化物/炔“点击”反应可以简单地制备不同组的聚乙二醇基IL。除了基于四乙二醇和六乙二醇的ILs外，还包括低聚物（M n = 400 g / mol）和聚合ILs（M n可以以良好的收率和离子头基团的完全转化来制备高达1550 g / mol的化合物）。通过NMR光谱和ESI飞行时间（TOF）质谱对制备的IL进行了广泛表征，揭示了负离子形式的多电荷离子的形成。事实证明，热稳定性极高（高达300°C），并且玻璃化转变温度低。©2012 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2013年
• CONTROLLED MODIFICATION OF SEMICONDUCTOR NANOCRYSTALS
  申请人：Ting Alice

  公开号：US20110059467A1

  公开（公告）日：2011-03-10

  A controlled valency semiconductor nanocrystal can have a desired number of compounds associated with it. The semiconductor nanocrystal can have exactly one compound associated with it, and the compound can have exactly one binding site for an affinity target. The semiconductor nanocrystal can be used to image single copies of cell-surface proteins.
• PROCESS FOR MAKING ANTIBODY-DRUG CONJUGATES
  申请人：[en]MERCK SHARP & DOHME LLC

  公开号：WO2024123914A1

  公开（公告）日：2024-06-13

  The present disclosure is directed to methods for making compounds of structural formula (I): (I), wherein PG is defined above herein, which are useful for making antibody-drug conjugates. The present disclosure is also directed to processes for making related payload compounds, related Linker-Payload compounds, and to compounds that are useful as synthetic intermediates for making the compounds of formula (I).