2-[tert-butyl(dimethyl)silyl]oxyethyl 4-methylbenzenesulfonate | 148400-72-0

• 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-[tert-butyl(dimethyl)silyl]oxyethyl 4-methylbenzenesulfonate
• 英文别名: 2-((tertbutyldimethylsilyl)oxy)ethyl 4-methylbenzenesulfonate；2-(tert-butyldimethylsiloxy)ethanol p-toluenesulfonate；2-(tert-butyldimethylsilyloxy)ethyl p-toluenesulfonate；1-(tert-Butyldimethylsilyloxy)-2-tosylethane；2-(tert-butyldimethylsilyloxy)ethyl tosylate；2-tert-butyldimethylsilyloxyethyl tosylate
• CAS: 148400-72-0
• 化学式: C₁₅H₂₆O₄SSi
• 分子量: 330.521
• InChiKey: SURVAMFPFPDSHK-UHFFFAOYSA-N

物化性质

• 沸点：
  387.2±25.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[tert-butyl(dimethyl)silyl]oxyethyl 4-methylbenzenesulfonate 在 Iron(III) nitrate nonahydrate 、 阻聚剂701 、 potassium chloride 、 氧气 作用下， 以 四氢呋喃 为溶剂， 以57 %的产率得到2-(P-甲苯磺酰氧基)乙酸
  参考文献：
  名称：

  铁催化硅醚有氧氧化生成羧酸

  摘要：

  已经开发出甲硅烷基醚直接有氧氧化成羧酸的方法。温和的反应条件导致广泛的官能团相容性。研究了不同类型的甲硅烷基并实现了选择性脱保护氧化。该反应可以在空气下进行。

  DOI：

  10.1039/d4cc01234h
• 作为产物：
  描述：

  对甲苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.5h， 生成 2-[tert-butyl(dimethyl)silyl]oxyethyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Novel derivatives of anaplastic lymphoma kinase inhibitors: Synthesis, radiolabeling, and preliminary biological studies of fluoroethyl analogues of crizotinib, alectinib, and ceritinib

  摘要：

  Anaplastic lymphoma kinase (ALK), an oncogenic receptor tyrosine kinase, is a therapeutic target in various cancers, including non-small cell lung cancer. Although several ALK inhibitors, including crizotinib, ceritinib, and alectinib, are approved for cancer treatment, their long-term benefit is often limited by the cancer's acquisition of resistance owing to secondary point mutations in ALK. Importantly, some ALK inhibitors cannot cross the blood-brain barrier (BBB) and thus have little or no efficacy against brain metastases. The introduction of a lipophilic moiety, such as a fluoroethyl group may improve the drug's BBB penetration. Herein, we report the synthesis of fluoroethyl analogues of crizotinib 1, alectinib 4, and ceritinib 9, and their radiolabeling with F-18 for pharmacokinetic studies. The fluoroethyl derivatives and their radioactive analogues were obtained in good yields with high purity and good molar activity. A cytotoxicity screen in ALK-expressing H2228 lung cancer cells showed that the analogues had up to nanomolar potency and the addition of the fluorinated moiety had minimal impact overall on the potency of the original drugs. Positron emission tomography in healthy mice showed that the analogues had enhanced BBB penetration, suggesting that they have therapeutic potential against central nervous system metastases. (C) 2019 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2019.111571

文献信息

• 2-AZASPIRO[3.4]OCTANE DERIVATIVES AS M4 AGONISTS
  申请人：NOVARTIS AG

  公开号：US20210107889A1

  公开（公告）日：2021-04-15

  Provided herein are compounds according to Formula (I) or a pharmaceutically acceptable salt thereof, wherein R 1 , R 2 , R 3 , R 5 , and R 7 are defined herein. Also provided herein are pharmaceutical compositions comprising a compound of Formula (I) as well as the use of such compounds as M4 receptor agonists.

  本文提供了根据式（I）或其药学上可接受的盐的化合物，其中R1、R2、R3、R5和R7在此处被定义。本文还提供了包含式（I）化合物的药物组合物，以及将这些化合物用作M4受体激动剂的用途。
• [EN] COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS ET UTILISATIONS DE CES DERNIERS
  申请人：FOGHORN THERAPEUTICS

  公开号：WO2018213422A1

  公开（公告）日：2018-11-22

  The present invention features compounds useful in the treatment of BAF complex related disorders.

  本发明涉及用于治疗BAF复合物相关疾病的化合物。
• Molecular design and chemical synthesis of potent enediynes. 1. Dynemicin model systems equipped with N-tethered triggering devices
  作者：K. C. Nicolaou、P. Maligres、T. Suzuki、S. V. Wendeborn、W. M. Dai、R. K. Chadha

  DOI：10.1021/ja00049a022

  日期：1992.11

  liberating the labile free amine intermediate.A number of tethering groups on the aromatic ring were also installed in these systems for future incorporation of other desirable moieties such as delivery systems and solubility enhancers.The chemical synthesis of the desired systems proceeded from the corresponding quinoline intermediates through acetylide additions to quinoline(intermolecular) and carbonyl(

  在本文中，描述了与动力霉素 A 结构相关并带有 N 系链触发装置的一系列烯二炔（12-19，图 I）的分子设计和化学合成。该设计设想连接在氮原子上的 [(芳基磺酰基)乙氧基]羰基作为 Bergman 环芳构化反应的触发装置，因为它能够在碱性条件下进行 β-消除，释放不稳定的游离胺中间体。芳环上的基团也安装在这些系统中，以便将来加入其他所需的部分，例如递送系统和溶解度增强剂。
• One methylene unit to control super oil-repellency properties of conducting polymers
  作者：Thierry Darmanin、Frédéric Guittard

  DOI：10.1039/b822791h

  日期：——

  Keeping the length of the fluorinated tail constant, the modification of the alkylenedioxy bridge of 3,4-alkylenedioxypyrrole by one methylene unit, can control the superoleophobic properties of the electrodeposited conducting polymers.

  保持氟化尾的长度恒定，通过一个亚甲基单元对3,4-亚烷基二氧基吡咯的亚烷基二氧基桥的修饰可以控制电沉积导电聚合物的超疏油性能。
• Facile Non-Racemizing Route for the N-Alkylation of Hindered Secondary Amines
  作者：Shabana S. Insaf、Donald T. Witiak

  DOI：10.1055/s-1999-3399

  日期：1999.3

  A simple, generally high yielding, method for the N-alkylation of sterically hindered secondary amines bearing α-substituents is described. Alkyl tosylates in the presence of 1,2,2,6,6-pentamethylpiperidine and toluene are essential for the production of the respective tertiary amines. Chiral amino acid derivatives studied do not racemize under the reaction conditions.

  本文介绍了一种简单、高产的方法，用于对含有δ-取代基的立体受阻仲胺进行 N-烷基化反应。在 1,2,2,6,6-五甲基哌啶和甲苯存在下的烷基对甲苯磺酸盐对生产相应的叔胺至关重要。所研究的手性氨基酸衍生物在反应条件下不会发生外消旋。