乙酸,叠氮-,苯基甲基酯 | 173601-46-2

• 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
• 中文名称: 乙酸,叠氮-,苯基甲基酯
• 英文名称: benzyl 2-azidoacetate
• 英文别名: benzyl azidoacetate
• CAS: 173601-46-2
• 化学式: C₉H₉N₃O₂
• 分子量: 191.189
• InChiKey: FFHGCXRBGUYALU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 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：

  乙酸,叠氮-,苯基甲基酯 在 palladium on activated charcoal decaborane 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以93%的产率得到甘氨酸苄酯盐酸盐
  参考文献：
  名称：

  Chemoselective conversion of azides to t-butyl carbamates and amines

  摘要：

  Azides were converted to the corresponding carbamates using a system of 20 mol% of decaborane (B10H14) and 20 weight% of 10% Pd/C in methanol in the presence of di-tert-butyl dicarbonate at rt in high yields and to the corresponding amines using a system of 10 mol% of decaborane and 20 weight% of 10% Pd/C in methanol in the absence of di-tert-butyl dicarbonate at rt in high yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02106-8
• 作为产物：
  描述：

  Benzyl 2-(Methanesulfonyl)acetate 在 sodium azide 作用下， 生成 乙酸,叠氮-,苯基甲基酯
  参考文献：
  名称：

  Design, synthesis and evaluation of potent thymidylate synthase X inhibitors

  摘要：

  Three synthesized series of compounds based on a thiazolidine core allowed identification of potent inhibitors of thymidylate synthase X. The evaluation of the catalytic activity of the enzyme in the presence of these molecules revealed two distinct classes of compounds that inhibit ThyX with submicromolar concentrations, which could lead, after optimization, to effective inhibitors with potential biomedical interest. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.080

文献信息

• [EN] SELECTIVE HDAC INHIBITORS<br/>[FR] INHIBITEURS SÉLECTIFS DE HDAC
  申请人：UNIV COLUMBIA

  公开号：WO2011146855A1

  公开（公告）日：2011-11-24

  This disclosure is related to compounds having the structure (I) wherein Ar1, Ar2, R1 - R6, Z, m, n, o, and p are defined herein. This disclosure also relates to pharmaceutical compositions comprising the above compounds and methods for their use.

  这项披露涉及具有结构（I）的化合物，其中Ar1、Ar2、R1 - R6、Z、m、n、o和p在此处被定义。这项披露还涉及包括上述化合物的药物组合物以及它们的使用方法。
• Click Synthesis of Some mono/bis 1,2,3-Triazoles with Ester Linkage and their Microbicidal Activity
  作者：C.P. Kaushik、Ashima Pahwa

  DOI：10.14233/ajchem.2017.20671

  日期：——

  Synthesis of some new 1,4-disubstituted 1,2,3-triazoles with ester functionality is reported employing Cu(I) catalyzed Huisgen [3+2] cycloaddition reaction of prop-2-yn-1-yl benzoates with 1,4-phenylenebis(methylene) bis(2-azidoacetate) and benzyl 2-azidoacetates. The synthesized compounds were well characterized through FTIR, 1H NMR, 13C NMR and HRMS. Further, the synthesized triazole derivatives were accessed for in vitro antimicrobial activity against one Gram-positive bacterial strain Staphylococcus aureus, three Gram-negative bacterial strains Escherichia coli, Klebsiella pneumoniae, Enterobacter aerogenes and two fungi Candida albicans and Aspergillus niger. Few of the synthesized disubstituted 1,2,3-triazoles displayed moderate to good inhibitory activity against tested microbial strains.

  报道了一种合成一些新型具有酯基功能的1,4-二取代-1,2,3-三氮唑的方法，该方法采用Cu(I)催化的Huisgen [3+2]环加成反应，以丙-2-炔-1-基苯甲酸酯与1,4-亚苯基双(亚甲基)双(2-叠氮乙酸酯)和苄基2-叠氮乙酸酯为原料。合成的化合物通过FTIR、1H NMR、13C NMR和HRMS进行了良好的表征。此外，合成的三氮唑衍生物在体外抗菌活性测试中，对一种革兰氏阳性菌金黄色葡萄球菌，三种革兰氏阴性菌大肠杆菌、肺炎克雷伯菌、产气肠杆菌和两种真菌白色念珠菌和黑曲霉进行了评估。少数合成的二取代1,2,3-三氮唑显示出对测试微生物菌株的中等到良好抑制活性。
• Reactions of α-haloacroleins with azides: highly regioselective synthesis of formyl triazoles
  作者：Dongsheng Zhang、Yingzhu Fan、Zhongliang Yan、Yi Nie、Xingquan Xiong、Lizhu Gao

  DOI：10.1039/c9gc01129c

  日期：——

  A general metal-free route to 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles was developed. α-Haloacroleins reacted with organic azides in a DMSO/H2O mixture solvent at room temperature to produce 1,4-disubstituted triazoles (up to 99%) with exclusive regioselectivities. This protocol is convenient and scalable with a broad substrate scope including aliphatic and aromatic azides. The resulting

  开发了一种通向1,4-二取代和1,4,5-三取代的1,2,3-三唑的无金属路线。在室温下，α-卤代丙烯醛与有机叠氮化物在DMSO / H 2 O混合溶剂中反应，生成具有区域选择性的1,4-二取代三唑（最高99％）。该协议方便且可扩展，具有广泛的底物范围，包括脂肪族和芳香族叠氮化物。所得三唑在C4位上显示醛基，并证明了其合成用途。还鉴定了一种含有非对映体质子的1,2,3-三唑化合物。
• Ramoplanin derivatives possessing antibacterial activity
  申请人：Raju G. Bore

  公开号：US20060211603A1

  公开（公告）日：2006-09-21

  Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

  新型拉莫普兰衍生物已被披露。这些拉莫普兰衍生物表现出抗菌活性。由于本发明的化合物对革兰氏阳性细菌表现出强效活性，它们是有用的抗微生物药剂。该化合物的合成方法和使用方法也已被披露。
• A Simple Efficient Click Synthesis of Novel Crown Ethers Containing 1,2,3-Triazole Moieties
  作者：H. Elamari、A. Ouerghui、F. Ammari、C. Girard

  DOI：10.1134/s1070428019110228

  日期：2019.11

  Novel crown ether derivative containing 1,4-disubstituted-1,2,3-triazole moieties were synthesized. At the first step of the synthesis 4,13-diaza-18-crown-6 and 4-aminobenzo-15-crown-5 were converted into terminal alkynes, which were then subjected to copper(I)-catalyzed alkyne-azide coupling (CuAAC) in methylene chloride. This coupling reaction was performed according to the concept of click chemistry

  合成了含有1,4-二取代-1,2,3-三唑部分的新型冠醚衍生物。在合成的第一步，将4,13-二氮杂18-冠-6和4-氨基苯并-15-冠-5转化为末端炔，然后对其进行铜（I）催化的炔-叠氮化物偶联（ CuAAC）的二氯甲烷溶液。该偶联反应根据点击化学的概念使用Amberlyst A-21负载的碘化亚铜（I）催化剂进行。