2-(2-(benzyloxy)ethoxy)ethanamine

• 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: 2-(2-(benzyloxy)ethoxy)ethanamine
• 英文别名: Benzyl-PEG2-amine；2-(2-phenylmethoxyethoxy)ethanamine
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: SQXOAFKQZRVRTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-(benzyloxy)ethoxy)ethanamine 在 氢氧化钾 、 氨 、 sodium acetate 、 dinitrogen tetraoxide 、 三乙胺 作用下， 以 甲醇 、 四氯化碳 、 乙醚 、 溶剂黄146 为溶剂， 反应 57.75h， 生成 3(5)-<<2-(benzyloxy)ethoxy>methyl>pyrazole-5(3)-carboxamide
  参考文献：
  名称：

  The synthesis of 3(5)-[(2-hydroxyethoxy)methyl]pyrazole-5(3)-carboxamide, an acyclic analog of 4-deoxypyrazofurin

  摘要：

  DOI：

  10.1021/jo00307a031
• 作为产物：
  描述：

  二乙二醇单苯甲醚 在 sodium azide 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.17h， 生成 2-(2-(benzyloxy)ethoxy)ethanamine
  参考文献：
  名称：

  A MedChem toolbox for cereblon-directed PROTACs

  摘要：

  为 cereblon 定向 PROTACs 开发了一个模块化化学工具箱。

  DOI：

  10.1039/c9md00185a

文献信息

• A Novel Acid-Catalyzed <i>O</i>-Benzylating Reagent with the Smallest Unit of Imidate Structure
  作者：Kohei Yamada、Hikaru Fujita、Munetaka Kunishima

  DOI：10.1021/ol302222p

  日期：2012.10.5

  trimerization of the smallest unit of benzyl imidate leads to 2,4,6-tris(benzyloxy)-1,3,5-triazine (TriBOT), which can be used as an acid-catalyzed O-benzylating reagent. The reaction of various functionalized alcohols with 0.4 equiv of TriBOT in the presence of trifluoromethanesulfonic acid afforded the benzyl ethers in good yields. TriBOT is an inexpensive stable crystalline solid with high atom economy

  最小亚氨酸苄基酯单元的形式三聚形成2,4,6-三（苄氧基）-1,3,5-三嗪（TriBOT），可用作酸催化的O-苄基化试剂。在三氟甲磺酸的存在下，各种官能化的醇与0.4当量的TriBOT的反应以良好的收率提供了苄基醚。TriBOT是一种廉价的稳定的结晶固体，具有较高的原子经济性。
• Cytotoxicity and DNA interaction in a series of aryl terminated iminopyridine Pt(II) complexes
  作者：Riccardo Bondi、Lisa Dalla Via、Mariafrancesca Hyeraci、Gioele Pagot、Luca Labella、Fabio Marchetti、Simona Samaritani

  DOI：10.1016/j.jinorgbio.2020.111335

  日期：2021.3

  functionalized iminopyridine dichlorido platinum(II) complexes show a significant antiproliferative activity on ovarian carcinoma cells and notably, complex 13 is able to overcome cisplatin resistance. The study of the interaction mode of 13 with DNA highlighted the ability to form a molecular complex characterized by a dual (intercalative and groove binding) geometry. The complex is also able to covalently add

  合成了一系列铂 (II) 的亚氨基吡啶配合物，带有柔性的二醚、芳基封端的残基，其中芳基的大小从苯基到 9-蒽基不等。新的复合物在 DMSO/H 2 O 混合物中可溶且稳定。除了金属中心，芳基还可以用于与 DNA 的进一步相互作用，因为它具有良好的侧链柔韧性。新的芳基官能化亚氨基吡啶二氯铂 (II) 配合物对卵巢癌细胞显示出显着的抗增殖活性，特别是配合物13能够克服顺铂耐药性。13交互模式的研究DNA 突出了形成以双重（嵌入和凹槽结合）几何为特征的分子复合物的能力。该复合物还能够共价添加到 DNA 中，即使对于顺铂而言，链间交联似乎显着受阻。鉴于观察到的细胞效应，讨论了与大分子的相互作用。
• Synthesis of arabinose glycosyl sulfamides as potential inhibitors of mycobacterial cell wall biosynthesis
  作者：Kajitha Suthagar、Andrew J.A. Watson、Brendan L. Wilkinson、Antony J. Fairbanks

  DOI：10.1016/j.ejmech.2015.07.050

  日期：2015.9

  A series of arabinose glycosyl sulfamides with varying alkyl chain types and lengths were synthesised as mimics of decaprenolphosphoarabinose (DPA), and as potential inhibitors of mycobacterial cell wall biosynthesis. Unprecedented conversion of the desired furanose to the thermodynamically more stable pyranose form occurred during final de-protection. Biological testing against Mycobacterium smegmatis revealed low to moderate anti-mycobacterial activity with marked dependence on alkyl chain length, which in the case of mono-substituted sulfamides was maximal for a C-10 chain. (C) 2015 Elsevier Masson SAS. All rights reserved.
• Lack of Effect of the Length of Oligoglycine- and Oligo(ethylene glycol)-Derived para-Substituents on the Affinity of Benzenesulfonamides for Carbonic Anhydrase II in Solution
  作者：Ahamindra Jain、Shaw G. Huang、George M. Whitesides

  DOI：10.1021/ja00091a005

  日期：1994.6

  Using H-1 NMR spectroscopy, values of T-2 have been determined for the methylene protons of the oligoglycine moieties of para-substituted benzenesulfonamides having structures H2NO2SC6H4CO(Gly)(n)OH (n = 1-6) bound at the active site of bovine carbonic anhydrase II (CA, EC 4.2.1.1). These values have been correlated with measurements of dissociation constants of these complexes, in order to infer motion of these ligands when bound to the enzyme. Motion of glycines 1-3 (those closest to the aryl ring) is hindered by their proximity to the protein; motion of glycines 4-6 is relatively unhindered. Despite the restriction to motion inferred for glycines 1-3, the values of K-d for the six compounds (n = 1-6, 1-6) are indistinguishable within experimental uncertainty (+/-20%): K-d in mu M (n) 0.30 (1); 0.26 (2); 0.33 (3); 0.37 (4); 0.37 (5); 0.34 (6). There is, therefore, an unexpected compensation of the loss in conformational entropy on binding by another contributor to the free energy.
• A Synthesis of Acetamidines
  作者：Jitendra R. Harjani、Chen Liang、Philip G. Jessop

  DOI：10.1021/jo102358d

  日期：2011.3.18

  The condensation of primary amine with N,N-dimethylacetamide dimethyl acetal yields a mixture of acetamidine and imidate ester. The product distribution in this reaction depends on the temperature, solvent, and structure of the primary amine. It is possible to suppress the formation of imidate ester by performing the reaction in the presence of excess dimethyl amine, yielding acetamidine as the exclusive product. For acetamidines that cannot be purified either by crystallization or distillation, this new method is necessary for the generation of pure acetamidines in good yields.