1-iodo-8-tetrahydropyranyloxy-3,6-dioxaoctane | 200206-38-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 1-iodo-8-tetrahydropyranyloxy-3,6-dioxaoctane
• 英文别名: 2-{2-[2-(tetrahydropyranyl-2-oxy)ethoxy]ethoxy}ethyl iodide；tetrahydro-2-{2-[2-(2-iodoethoxy)ethoxy]ethoxy}-2H-pyran；1-iodo-8-(2H-tetrahydropyran-2-yloxy)-3n³₆-dioxaoctane；1-iodo-8-(tetrahydro-2H-pyran-2-yloxy)-3,6-dioxaoctane；2-[2-[2-(2-iodoethoxy)ethoxy]ethoxy]oxane
• CAS: 200206-38-8
• 化学式: C₁₁H₂₁IO₄
• 分子量: 344.19
• InChiKey: ZEBRGTGSFAFCAP-UHFFFAOYSA-N

物化性质

• 沸点：
  367.1±42.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-iodo-8-tetrahydropyranyloxy-3,6-dioxaoctane 在 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-{4-methylthio-1,3-dithiol-2-ylidene}-5-{2-[2-(hydroxyethoxy)ethoxy]ethyl}-(1,3)-dithiolo[4,5-c]pyrrole
  参考文献：
  名称：

  Binding Studies between Triethylene Glycol-Substituted Monopyrrolotetrathiafulvalene Derivatives and Cyclobis(paraquat-p-phenylene)

  摘要：

  The synthesis of several pi-electron-donating monopyrrolotetrathiafulvalene (MPTTF) derivatives, which conceptually can be divided into three classes containing none, one, or two triethylene glycol (TEG) substituents, is described. In all cases, the complexation between the pi-electron donating MPTTF unit and the pi-electron-deficient tetracationic cyclophane cyclobis(paraquat-p-phenylene) (CBPQT(4+)) has been investigated using UV-vis dilution techniques. The results reveal that the strength of the binding between MPTTF derivatives and CBPQT(4+) is directly correlated to the pi-electron donating properties of the MPTTF derivatives. However, the pi-electron-donating properties of the MPTTF derivatives is not the only factor of importance. The results enclosed in the present studies demonstrate that the TEG substituents assist the complexation process most likely on account of their capacity to participate in [C-H center dot center dot center dot O] hydrogen bonding interactions with some of the alpha-CH protons in the bipyridinium units of CBPQT(4+) and the stabilizing effect that attachment of one or two TEG substituents to the MPTTF unit exerts upon complexation with CBPQT(4+) has been quantified to approximately 0.3 and 0.5 kcal mol(-1), respectively. These results serve to lay an extended foundation for the understanding of which buttons to push when it comes to improve the design of bistable molecular switches based on (MP)TTF and CBPQT(4+).

  DOI：

  10.1021/jo061962c
• 作为产物：
  描述：

  三乙二醇 在 对甲苯磺酸 、 sodium iodide 、 potassium hydroxide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 30.5h， 生成 1-iodo-8-tetrahydropyranyloxy-3,6-dioxaoctane
  参考文献：
  名称：

  7-甲氧基他克林二聚体类似物的制备及其体外/计算机评估作为潜在的胆碱酯酶抑制剂

  摘要：

  新颖类型由oligoethyleneoxy链连接双对称-7- methoxytacrines的3-5和不对称的单体7- methoxytacrines含有羟基封端的oligoethyleneoxy链6-8制备，以及它们在体外/在计算机芯片上的人类重组乙酰胆碱酯酶（HACHE）的影响和将人血浆丁酰胆碱酯酶（hBChE）与标准化合物7-MEOTA（2）进行了比较。对称的bis-7-MEOTA衍生物3-5显示出与2类似的hAChE抑制作用。另一方面，当两个7-MEOTA部分之间的低聚亚乙氧基单元变得更长时，它们对hBChE的影响显示出抑制趋势的增加。因此，化合物图4和5显示出对hBChE的更好的选择性。抑制hAChE和hBChE最有效的是具有最长的乙二醇链的化合物8，而化合物6和7的IC 50值相似。使用底物5和8进行的分子建模研究表明，底物与AChE / BChE之间可能存在结合构象和蛋白-配体相互作用。

  DOI：

  10.1002/bkcs.10317

文献信息

• Synthesis of porphyrazine-octaamine, hexamine and diamine derivatives
  作者：Matthew J. Fuchter、L. Scott Beall、Sven M. Baum、Antonio Garrido Montalban、Efstathia G. Sakellariou、Neelakandha S. Mani、Todd Miller、Benjamin J. Vesper、Andrew J.P. White、David J. Williams、Anthony G.M. Barrett、Brian M. Hoffman

  DOI：10.1016/j.tet.2005.03.090

  日期：2005.6

  diaminomaleonitriles gave access to a wide range of functionalized porphyrazine-octaamines and hexamines and norphthalocyaninediamines. Conversion of these macrocycles into metallic derivatives and studies of their electronic absorption, solubility and electrochemistry are described. These flexible tetraazaporphyrins show potential in a range of applications including biomedical agents, novel charge–transfer complexes

  进行了各种具有可变氮取代基的取代的二氨基马来腈的合成。生成的二氨基马来腈的Linstead大环化使人们可以使用各种官能化的卟啉-辛胺和六胺以及去甲酞菁二胺。描述了这些大环向金属衍生物的转化以及对它们的电子吸收，溶解度和电化学的研究。这些柔性的四氮杂卟啉在一系列应用中显示出潜力，包括生物医学试剂，新型电荷转移络合物，化学传感器，新型电子材料和非线性光学。
• A Zinc(II) Phthalocyanine Conjugated with an Oxaliplatin Derivative for Dual Chemo- and Photodynamic Therapy
  作者：Janet T. F. Lau、Pui-Chi Lo、Wing-Ping Fong、Dennis K. P. Ng

  DOI：10.1021/jm300398q

  日期：2012.6.14

  A novel zinc(II) phthalocyanine substituted with an oxaliplatin derivative via a triethylene glycol linker has been synthesized. The two components work in a cooperative manner in the antitumor action. The conjugate shows a cytotoxic effect in the dark due to the cytostatic oxaliplatin moiety and an enhanced cytotoxicity upon illumination due to the photosensitizing phthalocyanine unit against the

  合成了经由三甘醇接头被奥沙利铂衍生物取代的新型酞菁锌（II）。这两种成分在抗肿瘤作用中协同作用。该缀合物在黑暗中由于具有细胞生长抑制作用的奥沙利铂部分而显示出细胞毒性作用，并且在光照下由于对HT29人结肠腺癌细胞的光敏酞菁单元而增强了细胞毒性。IC 50结合物的值低至0.11μM，比没有铂络合物的参考化合物低5倍。缀合物的高光动力活性可以归因于其高的细胞摄取和产生细胞内活性氧物质的效率。该缀合物还显示出在细胞溶酶体中的优先定位，并主要通过凋亡诱导细胞死亡。
• Building[2]Catenanes around a Tris(diimine)ruthenium(2+) ([Ru(diimine)3]2+) Complex Core Used as Template
  作者：Pierre Mobian、Jean-Marc Kern、Jean-Pierre Sauvage

  DOI：10.1002/hlca.200390345

  日期：2003.12

  is dealing with an octahedral metal, ruthenium(II), coordinated to three bidentate chelates. Incorporation of two chelates (1,10-phenanthroline) in a ring allows to prepare a C2-symmetric ruthenium complex, the two chelates being disposed cis to one another (see 142+ and 162+ in Scheme 5 and 6, resp.). The ring is large enough to accomodate a third chelate, thus allowing the metal-directed threading

  在过去的二十年中，使用过渡金属作为构建链烷的模板几乎仅限于四面体铜（I）。目前的工作是处理八面体金属钌（II），并与三个双齿螯合物配合使用。在环中结合两个螯合物（1,10-菲咯啉）可以制备C 2对称的钌络合物，两个螯合物彼此顺式放置（参见方案5和6中的14 2+和16 2+）。，分别）。的环为大到足以容纳一个第三螯合物，从而使含有所述第三螯合物长片段的金属导向螺纹（2,2'-联吡啶衍生物;参见23 2+和24 2+在方案8）。最后一步包括与两个末端烯烃的闭环复分解反应。两种钌（II）配合的链烷25 2+和26 2+通过使用这种策略制备的环戊烯，每个环包含一个与较大的大环（50或63元环）互锁的42元环，并结合有两个1,10-菲咯啉螯合物。预期这些链烷可以在光照射下运动，因此表现为光化学驱动的分子机器。
• Synthesis and characterization of intramolecular N-strapped porphyrins
  作者：Yoshihiro Ishimaru

  DOI：10.1039/a705438f

  日期：——

  The first successful synthesis and characterization of intramolecular N-strapped porphyrins and the separation of a set of enantiomers are described.

  报告首次成功合成了分子内 N-链卟啉并对其进行了表征，还分离出了一组对映体。
• Preparation of macrocyclon analogues: calix[8]arenes with extended polyethylene glycol chains
  作者：François A. Loiseau、Alison M. Hill、King Kuok (Mimi) Hii

  DOI：10.1016/j.tet.2007.07.057

  日期：2007.10

  A one-pot methodology has been developed for the preparation of macrocyclon mimics, i.e., calix[8]arenes containing hydrophobic alkyl substituents on the upper rim and hydrophilic polyethylene glycol chains on the lower rim. Compounds containing PEG chains of up to 24 repeating ethylene oxide (EO) units can be prepared. With increasing molecular weight, these amphiphilic compounds can be classified as macromolecules, and can be difficult to characterise as single molecules. The limitations of conventional analytical techniques are discussed. (c) 2007 Elsevier Ltd. All rights reserved.