2-azidoethyl benzoate | 475599-41-8

• 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-azidoethyl benzoate
• CAS: 475599-41-8
• 化学式: C₉H₉N₃O₂
• 分子量: 191.189
• InChiKey: NOIGCFCOEZBDLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-azidoethyl benzoate 在 2,6-二甲基吡啶 、 copper(ll) sulfate pentahydrate 、 silver nitrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  [EN] SYNTHESIS OF ISOMERICALLY PURE POLYOL-BASED PHOSPHORAMIDITES
  [FR] SYNTHÈSE DE PHOSPHORAMIDITES À BASE DE POLYOLS ISOMÉRIQUEMENT PURS

  摘要：

  The present disclosure relates to a process for the regiochemically and enantiomerically controlled synthesis of phosphoramidite-containing monomers, and to intermediate products of this process. In some embodiments, the phosphoramidite-containing monomers or their precursors are regioisomerically and/or enantiomerically pure and may be polymerized into polymers or copolymers.

  公开号：

  WO2023186842A1
• 作为产物：
  描述：

  2-溴乙基苯甲酸酯 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 生成 2-azidoethyl benzoate
  参考文献：
  名称：

  N6-substituted adenosines. Cytokinin and antitumor activities

  摘要：

  一系列的N6-腺苷衍生物通过烷基卤化物和醇对N6-乙酰-2'，3'，5'-三-O-乙酰基腺苷（1）进行烷基化合成。结果表明，丙炔基衍生物2a是铜（I）催化的Huisgen [3+2]环加成与叠氮化物反应的良好底物。此点击反应可用于制备1,2,3-三唑基修饰的腺苷库。在两种植物和六种人类癌细胞测试中研究了N6-腺苷的生物活性。发现细胞分裂素和细胞毒性活性之间存在显著的平行关系。同时，最具细胞分裂素活性的化合物3c-3e也被证明是最有效的细胞毒性剂。

  DOI：

  10.1135/cccc2011114

文献信息

• Radical substitution with azide: TMSN₃–PhI(OAc)₂as a substitute of IN₃
  作者：Christian Marcus Pedersen、Lavinia Georgeta Marinescu、Mikael Bols

  DOI：10.1039/b500037h

  日期：——

  TMSN3 and PhI(OAc)2 were found to promote high-yield azide substitution of ethers, aldehydes and benzal acetals. The reaction is fast and occurs at zero to ambient temperature in acetonitrile. However, it is essential for the reaction that TMSN3 is added subsequent to the mixture of PhI(OAc)2 and the substrate. A primary deuterium kinetic isotope effect was found for the azidonation of benzyl ethers

  发现TMSN3和PhI（OAc）2可以促进醚，醛和苯甲醛缩醛的高产率叠氮化物取代。该反应是快速的，并且在乙腈中于零至环境温度下发生。但是，对于反应而言必不可少的是，在PhI（OAc）2和底物的混合物之后添加TMSN3。在用TMSN3-PhI（OAc）2和IN3进行苄基醚的叠氮反应中​​，发现了主要的氘动力学同位素效应。该反应的哈米特自由能关系研究也显示与sigma +常数具有良好的相关性，对于TMSN3-PhI（OAc）2，rho值为-0.47，对于IN3，rho值为-0.39。在此基础上，提出了反应的根本机理。
• [EN] TRANSLOCATION CONTROL ELEMENTS, REPORTER CODES, AND FURTHER MEANS FOR TRANSLOCATION CONTROL FOR USE IN NANOPORE SEQUENCING<br/>[FR] ÉLÉMENTS DE COMMANDE DE TRANSLOCATION, CODES RAPPORTEURS, ET AUTRES MOYENS DE COMMANDE DE TRANSLOCATION DESTINÉS À ÊTRE UTILISÉS DANS LE SÉQUENÇAGE DE NANOPORES
  申请人：STRATOS GENOMICS INC

  公开号：WO2020236526A1

  公开（公告）日：2020-11-26

  Phosphoramidate-based monomers are provided for use in the synthesis of expandable polymers for nanopore-based sensing. Such monomers comprising a reporter construct that contain a first reporter code, a symmetrical chemical brancher bearing a translocation control element, and a second reporter code, wherein the ends of the reporter construct are attached to phosphoramidate-nucleoside. Related methods and products are also provided.

  提供基于磷酰胺酸酯的单体，用于合成基于纳米孔传感的可膨胀聚合物。这些单体包括包含第一报告编码的报告构建物，带有转位控制元件的对称化学支链，以及第二报告编码的结构。报告构建物的末端连接到磷酰胺酸酯核苷酸。同时还提供相关方法和产品。
• An iridium complex-based probe for photoluminescence lifetime imaging of human carboxylesterase 2 in living cells
  作者：Zihe Yan、Jinyu Wang、Yanxin Zhang、Sichun Zhang、Juan Qiao、Xinrong Zhang

  DOI：10.1039/c8cc04481c

  日期：——

  A novel photoluminescence lifetime probe (Ir-TB) has been developed for the detection and imaging of hCE2 in living cells. A large lifetime increase by around 300 ns after the enzymatic reaction makes it an ideal tool to distinguish hCE2-hydrolyzed probes from those non-hydrolyzed ones via PLIM for the first time.

  一种新型的光致发光寿命探针（Ir-TB）已经被开发用于活细胞中hCE2的检测和成像。酶促反应后，寿命大幅增加了约300 ns，这使其成为理想的工具，首次通过PLIM将hCE2水解的探针与未水解的探针区分开。
• An Azido-Hanessian Reaction
  作者：Mukulesh Baruah、Mikael Bols

  DOI：10.1055/s-2002-32593

  日期：——

  Benzal acetals have been found to react with iodine azide to provide 2-azidoethyl- or 3-azidopropyl benzoates.

  已发现苯甲醛缩醛可与叠氮碘反应生成 2-叠氮乙基苯甲酸酯或 3-叠氮丙基苯甲酸酯。
• 1,2,3-Triazoles and related glycoconjugates as new glycosidase inhibitors
  作者：Régis Périon、Vincent Ferrières、M. Isabel García-Moreno、Carmen Ortiz Mellet、Raphaël Duval、José M. García Fernández、Daniel Plusquellec

  DOI：10.1016/j.tet.2005.07.033

  日期：2005.9

  A series of saccharidyl-triazoles structurally related to acarbose were prepared and tested as inhibitors of glycosidases. They share in common a 1,4,5trisubstituted 1,2,3-triazole heterocycle as a functional element able to interact with the active site of the target enzymes. First, it was established that the heterocyclic core exhibits a moderate but highly selective a-glucosidase inhibitory activity. Then, it was confirmed that the inhibitory properties could be modulated by conjugation from one to five carbohydrate residues. The present study includes the regio- and stereocontrolled synthesis of novel non-fused 1,2,3-triazolo-pseudooligosaccharides as well as their evaluation as new glycosidase inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.