1-phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate | 89346-82-7

• 物质功能分类: 医药中间体 - 原料药中间体
• 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: 1-phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate
• 英文别名: Benzyl-PEG4-Ots；2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 89346-82-7
• 化学式: C₂₂H₃₀O₇S
• 分子量: 438.542
• InChiKey: VDKAUDYAZGYGDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  30
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  88.7
• 氢给体数：
  0
• 氢受体数：
  7

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  应存放在室温、干燥且密封的环境中。

制备方法与用途

苄基-PEG4-Ots是一种基于聚乙二醇（PEG）的PROTAC连接剂，可用于合成PROTAC分子。

反应信息

• 作为反应物：
  描述：

  1-phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate 在 palladium on activated charcoal potassium tert-butylate 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 68.0h， 生成 1,4-bis<2-<2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>ethoxy>benzene
  参考文献：
  名称：

  Molecular meccano. 1. [2]Rotaxanes and a [2]catenane made to order

  摘要：

  A new synthetic strategy for the elaboration of supramolecular species and molecular compounds containing noncovalently interacting components is described, with the long-term objective of constructing highly ordered, wholly synthetic assemblies from readily available starting materials. These could serve as a basis for the future development of mechanoelectrical and photoelectrical communication systems and devices capable of storing and processing information. The approach was conceived against a background of a quarter of a century's experience in supramolecular, alias host-guest, chemistry. It is based on the use of irreversibly interlocked molecular systems that take the form of catenanes and rotaxanes. Such compounds are seen to be the ideal vehicles through which to transfer from supramolecular and host-guest chemistry the knowledge and experience gained from studying complexes between small chemical entities to very much larger molecular assemblies. Once we know how to interlock molecular components irreversibly and efficiently, we shall have a very much clearer idea on how to intertwine related polymer chains reversibly. A number of template-directed syntheses of [2]rotaxanes and a [2]catenane is discussed. They illustrate that there are inherently simple ways of making apparently complex unnatural products from appropriate substrates without the need for reagent control or catalysis. The noncovalent bonding interactions that are used to self-assemble the 1:1 complexes, which serve as precursors to the rotaxanes and the catenane, as well as to the [2]rotaxanes and the [2]catenane themselves, ''live on'' in their structures and superstructures after the self-assembly process is complete. A variety of methods, including X-ray crystallography, fast atom bombardment mass spectrometry, ultra violet-visible, luminescence, nuclear magnetic resonance, and electron spin resonance spectroscopies, and electrochemistry, demonstrate the high structural order that is incorporated into these new molecular assemblies in both the solid and solution states.

  DOI：

  10.1021/ja00027a027
• 作为产物：
  描述：

  四甘醇单苄醚 在 4-二甲氨基吡啶 、 三乙胺 作用下， 生成 1-phenyl-2,5,8,11-tetraoxatridecan-13-yl 4-methylbenzenesulfonate
  参考文献：
  名称：

  TARGET PROTEIN EED DEGRADATION-INDUCING DEGRADUCER, PREPARATION METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION FOR PREVENTING OR TREATING DISEASES RELATED TO EED, EZH2, OR PRC2, COMPRISING SAME AS ACTIVE INGREDIENT

  摘要：

  本发明涉及一种靶蛋白降解诱导剂Degraducer，其制备方法以及包含其作为活性成分的用于预防或治疗与EED、EZH2或PRC2相关疾病的药物组合物。根据本发明，由式1表示的一种新化合物是一种Degraducer化合物，通过利用cereblon E3泛素连接酶、von Hippel-Lindau肿瘤抑制因子（VHL）E3泛素连接酶、鼠双分钟2同源物（MDM2）E3泛素连接酶和细胞凋亡抑制蛋白1（cIAP）E3泛素连接酶诱导靶蛋白，即胚胎外胚层发育（EED）或多能复合体抑制2（PRC2）的降解，其中该化合物通过泛素蛋白酶体系统（UPS）显著实现靶蛋白降解诱导活性的方面，因此可以提供一种用于预防或治疗与靶蛋白相关疾病或症状的药物组合物，以及包含所述化合物作为活性成分的功能性保健食品组合物，具有有益效果。

  公开号：

  EP3922632A1

文献信息

• TAU-PROTEIN TARGETING PROTACS AND ASSOCIATED METHODS OF USE
  申请人：Arvinas, Inc.

  公开号：US20180125821A1

  公开（公告）日：2018-05-10

  The present disclosure relates to bifunctional compounds, which find utility as modulators of tau protein. In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a VHL or cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds tau protein, such that tau protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of tau. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of tau protein. Diseases or disorders that result from aggregation or accumulation of tau protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，其作为tau蛋白的调节剂具有实用性。具体而言，本公开涉及含有一端结合到E3泛素连接酶的VHL或cereblon配体，另一端结合到tau蛋白的双功能化合物，使得tau蛋白与泛素连接酶靠近，以实现tau蛋白的降解（和抑制）。本公开展示了与tau蛋白降解/抑制相关的广泛药理活性。本公开的化合物和组合物用于治疗或预防由tau蛋白聚集或积累导致的疾病或紊乱。
• Synthesis of Oligo(ethylene glycol) toward 44-mer
  作者：Saleh A. Ahmed、Mutsuo Tanaka

  DOI：10.1021/jo0617464

  日期：2006.12.1

  A synthetic method for oligo(ethylene glycol) toward 44-mer (FW = 1956.35) is described. Reiteration of Williamson's ether synthesis and hydrogenation to remove protecting benzyl group affords desired oligo(ethylene glycol) toward 44-mer in moderate yields. The advantages in this method are use of commercially easily available materials as starting materials and procedures avoiding difficulty in purification

  描述了一种低聚（乙二醇）向44聚体（FW = 1956.35）的合成方法。重复威廉姆森的醚合成和氢化以除去保护的苄基，以中等收率向44-聚体提供所需的寡聚（乙二醇）。该方法的优点是使用市售易得的材料作为起始材料和方法，从而避免了尽可能多地纯化产物的困难。
• Synthesis of Poly(ethylene oxide) Approaching Monodispersity
  作者：Krzysztof Maranski、Yuri G. Andreev、Peter G. Bruce

  DOI：10.1002/anie.201403436

  日期：2014.6.16

  of dispersity. We also show for the first time that it is possible to discriminate between PEOs differing in only 1 ethylene oxide (EO) unit, essential in order to verify the exceptionally low levels of dispersity achieved here. It is anticipated that the synthesis of poly(ethylene oxide) approaching monodispersity will be of value in many fields where the applications are sensitive to the distribution

  聚合物中的多分散性妨碍了对其结构-性质关系的基本了解，并阻碍了它们在医学等领域使用，因为多分散性会影响生物活性。相对短链的聚环氧乙烷[（CH 2 CH 2 O 2）n的多分散性; [PEO]影响其生物学活性，例如，PEO酰化药物的毒性和功效。结果，已经进行了巨大的努力以尽可能降低分散度（不可能真正地单分散的材料）。在这里，我们报告了一种合成程序，该程序导致了前所未有的低分散度。我们还首次表明，可以区分只有一个环氧乙烷（EO）单元不同的PEO，这对于验证此处实现的极低分散度至关重要。预计接近单分散性的聚环氧乙烷的合成将在许多应用中对摩尔质量的分布敏感的领域中具有价值。
• NOVEL COMPOUNDS
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：US20180134688A1

  公开（公告）日：2018-05-17

  The present invention relates to compounds, compositions, combinations and medicaments containing said compounds and processes for their preparation. The invention also relates to the use of said compounds, combinations, compositions and medicaments, for example as inhibitors of the activity of RIP2 kinase, including degrading RIP2 kinase, the treatment of diseases and conditions mediated by the RIP2 kinase, in particular for the treatment of inflammatory diseases or conditions.

  本发明涉及化合物、组合物、含有该化合物的组合以及药物，以及它们的制备过程。该发明还涉及所述化合物、组合、组合物和药物的使用，例如作为RIP2激酶活性的抑制剂，包括降解RIP2激酶，治疗由RIP2激酶介导的疾病和状况，特别是用于治疗炎症性疾病或状况。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：RESMAN AS

  公开号：WO2015047105A1

  公开（公告）日：2015-04-02

  The present invention relates to novel compounds of polyfunctionalized polyethylene and polypropylene glycols, their synthesis and their use, in particular as tracers in applications related to oil and gas production, and especially as specific markers of various target fluids.

  本发明涉及多官能聚乙烯和聚丙烯醚的新化合物，它们的合成及其用途，特别是作为与石油和天然气生产相关的应用中的示踪剂，尤其是作为各种目标流体的特定标记物。