{2-[2-(2-Chlorocarbonylmethoxy-ethoxy)-ethoxy]-ethoxy}-acetyl chloride | 82344-13-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: {2-[2-(2-Chlorocarbonylmethoxy-ethoxy)-ethoxy]-ethoxy}-acetyl chloride
• 英文别名: 2-[2-[2-[2-(2-Chloro-2-oxoethoxy)ethoxy]ethoxy]ethoxy]acetyl chloride
• CAS: 82344-13-6
• 化学式: C₁₀H₁₆Cl₂O₆
• 分子量: 303.139
• InChiKey: DGDUUQBCZBTJSH-UHFFFAOYSA-N

物化性质

• 沸点：
  372.4±32.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.58
• 重原子数：
  18.0
• 可旋转键数：
  13.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  {2-[2-(2-Chlorocarbonylmethoxy-ethoxy)-ethoxy]-ethoxy}-acetyl chloride 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.5h， 生成 18-冠醚-6
  参考文献：
  名称：

  将冠内酯还原为冠醚

  摘要：

  冠状内酯可以使用氢化铝锂还原为冠状醚。

  DOI：

  10.1039/c39820000248
• 作为产物：
  描述：

  di-tert-butyl 3,6,9,12-tetraoxatetradecanedioate 在 草酰氯 、 N,N-二甲基甲酰胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 {2-[2-(2-Chlorocarbonylmethoxy-ethoxy)-ethoxy]-ethoxy}-acetyl chloride
  参考文献：
  名称：

  Ligand Recognition by E- and P-Selectin:  Chemoenzymatic Synthesis and Inhibitory Activity of Bivalent Sialyl Lewis x Derivatives and Sialyl Lewis x Carboxylic Acids

  摘要：

  Described is the preparation of five sLe(x) dimers and five sLe(x) carboxylic acids by coupling chemoenzymatically synthesized amino-substituted sialyl Lewis x (sLe(x)) derivative 4 to homobifunctional cross-linkers 20-24 of varying chain length. 20-24 were obtained by alkylating low-molecular-weight oligoethylene glycols with tert-butyl bromoacetate and subsequent transformation of the di-tert-butyl esters into disuccinimide esters. The products were assayed for inhibition against binding of a sLe(a)-polymer to immobilized E- and P-selectin. In the E-selectin assay all dimers had lower IC50 values than the sLex monomer. The results show that comparable binding enhancements can be obtained with linkers of completely different length and rigidity. In the P-selectin assay four of the five sLe(x) carboxylic acids displayed significantly improved inhibitory potency. The lowest IC50 value was observed for the compound with the shortest spacer between the sLex moiety and the additional carboxylate, being ca. 20-40 times more potent than unmodified sLex. These findings should be of importance for the design of new multivalent forms of sLe(x) as well as sLe(x) mimetics as high-affinity selectin ligands.

  DOI：

  10.1021/jo980350s

文献信息

• Syntheses of Ligands Containing Two and Three 2,2’-(Bisamino)diphenyl Ether Units Designed for Molecular Self-Assembly on Lithiation
  作者：Peter R. Ashton、Bernd Hörner、Oldrich Kocian、Stephan Menzer、Andrew J.P. White、J. Fraser Stoddart、David J. Williams

  DOI：10.1055/s-1996-4319

  日期：1996.8

  The syntheses of polyamines containing two or three 2,2’-(bisamino)diphenyl ether units linked together, designed for self-assembly following lithiation, are reported. The X-ray crystal structures of two of the bis[2,2’(bisamido)diphenyl ethers] are described. The ligand, which is linked by an ethylene glycol spacer, exhibits a coiled conformation constrained by intramolecular hydrogen bonds and supplemented by [CH-π] interactinos. The ligand, which is linked by a more rigid bridge, containing a paraphenylene unit, displays a stretched conformation stabilised by intramolecular hydrogen bonds and intramolecular T-type aromatic-aromatic edge-to-face interactions.

  报道了含有两个或三个2,2'-(双氨基)二苯醚单元的聚胺的合成，这些聚胺设计用于在锂化后自组装。描述了两种双[2,2'-(双酰胺)二苯醚]的X射线晶体结构。该配体由乙二醇间隔连接，呈现出受内部分子氢键约束的卷曲构象，并辅以[CH-π]相互作用。另一个配体由更刚性的桥连接，含有对苯基单元，显示出由内部分子氢键和内部分子T型芳香-芳香边缘对面的相互作用稳定的拉伸构象。
• 一种高稳定性的靶向接头-药物偶联物
  申请人：成都科岭源医药技术有限公司

  公开号：CN115957338A

  公开（公告）日：2023-04-14

  本发明公开了一种具有高稳定性和优异抗肿瘤效果的靶向接头‑药物偶联物，属于药物领域。本发明具体提供了一种具有特定连接子结构的药物链接组装单元，以及该药物链接组装单元与抗体连接形成的靶向接头‑药物偶联物，本发明具有特定连接子结构的靶向接头‑药物偶联物聚体含量和裸抗百分比低，DAR值合适，表现出优异的血浆稳定性、贮存稳定性和抗肿瘤作用，在制备预防和/或治疗肿瘤的药物中具有广阔的应用前景。
• Chiral aminoacid containing acyclic ligands-I. Syntheses and conformations
  作者：T. Lodi、R. Marchelli、A. Dossena、E. Dradi、G. Casnati

  DOI：10.1016/0040-4020(82)85151-x

  日期：1982.1
• Enhancing the binding properties of a conformationally rigid podand ionophore
  作者：Shawn D. Erickson、Michael H.J. Ohlmeyer、W. Clark Still

  DOI：10.1016/s0040-4039(00)61090-0

  日期：1992.9

  Stereospecific functionalization of a conformationally rigid podand yields new ionophores having binding properties comparable to those of the macrocyclic crown ethers.