1,3-bis{2-[2-(tert-butoxycarbonylamino)ethoxy]ethyl}thiourea | 497962-48-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,3-bis{2-[2-(tert-butoxycarbonylamino)ethoxy]ethyl}thiourea
• 英文别名: tert-butyl N-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethylcarbamothioylamino]ethoxy]ethyl]carbamate
• CAS: 497962-48-8
• 化学式: C₁₉H₃₈N₄O₆S
• 分子量: 450.6
• InChiKey: LLVVIWXIZKEMKF-UHFFFAOYSA-N

物化性质

• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  30
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  151
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,3-bis{2-[2-(tert-butoxycarbonylamino)ethoxy]ethyl}thiourea 在 吡啶 、 三溴化磷 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 0.25h， 以97%的产率得到香叶基溴
  参考文献：
  名称：

  Synthesis and Spectroscopic Characterization of [1′-14C]Ubiquinone-2, [1′-14C]-5-Demethoxy-5-hydroxyubiquinone-2, and [1′-14C]-5-Demethoxyubiquinone-2

  摘要：

  DOI：

  10.1002/1099-0690(200209)2002:17<3015::aid-ejoc3015>3.0.co;2-g
• 作为产物：
  描述：

  [2-(2-氨基乙氧基)乙基]氨基甲酸叔丁酯 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 生成 1,3-bis{2-[2-(tert-butoxycarbonylamino)ethoxy]ethyl}thiourea
  参考文献：
  名称：

  Synthesis and Evaluation of a Pseudocyclic Tristhiourea-Based Anion Host

  摘要：

  A novel methodology for the evaluation of receptor arrangement in structurally flexible anion chemosensors was developed and applied to map the binding site of a new pseudocyclic tristhiourea chemosensor ( 6). The syntheses of 6 and related macrocyclic chemosensor 10 ( a model of the folded monomeric structure of 6) are reported. Both chemosensors were evaluated by titration with a variety of structurally different anions in CH3Cl and DMSO, showing a common preference for F-, CH3CO2-, and H2PO4-. However, within this group of anions, the binding patterns of the chemosensors differed, indicating dissimilarity in the arrangement of the binding sites of 6 and 10.

  DOI：

  10.1021/jo061774m

文献信息

• Design of a Neutral Macrocyclic Ionophore: Synthesis and Binding Properties for Nitrate and Bromide Anions
  作者：Rainer Herges、Anton Dikmans、Umasish Jana、Felix Köhler、Peter G. Jones、Ina Dix、Tom Fricke、Burkhard König

  DOI：10.1002/1099-0690(200209)2002:17<3004::aid-ejoc3004>3.0.co;2-o

  日期：2002.9

  A macrocyclic neutral ionophore 8 (X = O) capable of binding weakly coordinating anions such as nitrate and bromide in DMSO solution has been designed by a stepwise, deductive approach. The optimum geometrical arrangement of the hydrogen bond donor sites in the target ionophore was determined by DFT calculations. From these data, a suitable macrocyclic molecular framework was constructed. The 24-membered

  一种大环中性离子载体 8 (X = O) 能够在 DMSO 溶液中结合弱配位阴离子，如硝酸盐和溴化物，已通过逐步、演绎的方法设计出来。目标离子载体中氢键供体位点的最佳几何排列由 DFT 计算确定。根据这些数据，构建了合适的大环分子框架。24 元大环离子载体是通过标准的大环化方法合成的。NMR 滴定显示，在 DMSO 中，8 (X = O) 与硝酸盐、硫酸氢盐、醋酸盐、氰化物、碘化物和溴化物离子形成了具有定义的 1:1 化学计量的分子复合物，而磷酸二氢盐、硫酸盐和氯离子则产生了更高化学计量的聚集体。对于在纯 DMSO 溶液中具有确定结合位点的中性离子载体，硝酸盐结合常数为 8 (X = O) 是重要的。具有相似离子半径的溴离子以更高的亲和力结合。氯化物显然太小，碘太大，无法形成 1:1 的配合物。将 8 (X = O) 的结合基序与类似结构的相关分子，如 8 (X = S) 和 19 进行比较。
• Synthesis and Spectroscopic Characterization of [1′-14C]Ubiquinone-2, [1′-14C]-5-Demethoxy-5-hydroxyubiquinone-2, and [1′-14C]-5-Demethoxyubiquinone-2
  作者：Anita van der Klei、Robertus L. P. de Jong、Johan Lugtenburg、Aloysius G. M. Tielens

  DOI：10.1002/1099-0690(200209)2002:17<3015::aid-ejoc3015>3.0.co;2-g

  日期：2002.9
• Synthesis and Evaluation of a Pseudocyclic Tristhiourea-Based Anion Host
  作者：Adi Dahan、Tali Ashkenazi、Vladimir Kuznetsov、Svetlana Makievski、Eyal Drug、Ludmila Fadeev、Maayan Bramson、Sari Schokoroy、Emily Rozenshine-Kemelmakher、Michael Gozin

  DOI：10.1021/jo061774m

  日期：2007.3.1

  A novel methodology for the evaluation of receptor arrangement in structurally flexible anion chemosensors was developed and applied to map the binding site of a new pseudocyclic tristhiourea chemosensor ( 6). The syntheses of 6 and related macrocyclic chemosensor 10 ( a model of the folded monomeric structure of 6) are reported. Both chemosensors were evaluated by titration with a variety of structurally different anions in CH3Cl and DMSO, showing a common preference for F-, CH3CO2-, and H2PO4-. However, within this group of anions, the binding patterns of the chemosensors differed, indicating dissimilarity in the arrangement of the binding sites of 6 and 10.