propargyl pentafluorophenyl carbonate | 439912-32-0

• 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: propargyl pentafluorophenyl carbonate
• 英文别名: Pentafluorophenyl prop-2-ynyl carbonate；(2,3,4,5,6-pentafluorophenyl) prop-2-ynyl carbonate
• CAS: 439912-32-0
• 化学式: C₁₀H₃F₅O₃
• 分子量: 266.124
• InChiKey: ZJOSFEYJYSYCSG-UHFFFAOYSA-N

物化性质

• 熔点：
  65 °C
• 沸点：
  247.7±40.0 °C(Predicted)
• 密度：
  1.553±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-氨基丁酸 、 propargyl pentafluorophenyl carbonate 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以68%的产率得到4-Prop-2-ynyloxycarbonylamino-butyric acid pentafluorophenyl ester
  参考文献：
  名称：

  Simultaneous Protection and Activation of Amino Acids Using Propargyl Pentafluorophenyl Carbonate

  摘要：

  A very efficient method for the simultaneous protection of the amino group and activation of the carboxyl group of amino acids is reported using propargyl pentafluorophenyl carbonate (PocOPfp). The amino group is protected as a propargyloxycarbonyl (Poc) derivative, and the carboxyl group is activated as a pentafluorophenyl ester. The yields obtained are good to excellent ranging from 60 to 87%.

  DOI：

  10.1021/ol060494q
• 作为产物：
  描述：

  炔丙基氯甲酸酯 、 五氟苯酚 在 1-叠氮基乙烷 作用下， 以 乙醚 为溶剂， 反应 7.0h， 以100%的产率得到propargyl pentafluorophenyl carbonate
  参考文献：
  名称：

  Synthesis and applications of propargyl pentafluorophenyl carbonate for peptide synthesis

  摘要：

  Propargyl pentafluorophenyl carbonate was synthesised in quantitative yield by the reaction of propargyl chloroformate and pentafluorophenol. All the N-propargyloxycarbonyl (N-Poc) amino acids were obtained in good yield. The use of Poc-OPfp in peptide synthesis has been explored. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00287-3

文献信息

• Synthesis of Hybrid Peptidomimetics and Neoglycoconjugates Employing Click Protocol: Dual Utility of Poc-Group for Inserting Carbamate-Triazole Units into Peptide Backbone
  作者：Hosahalli P. Hemantha、Ravi S. Lamani、Vommina V. Sureshbabu

  DOI：10.1007/s10989-010-9228-6

  日期：2010.12

  Synthesis of new types of peptidomimetics and glycosylated amino acids possessing 1,2,3-triazole and carbamate moieties is described. Poc-protected amino acid esters/1-amino sugars were subjected to Cu(I) catalyzed [2+3]cycloaddition with desired azides under click protocol to obtain novel peptide and carbohydrate mimetics. The reaction is rapid, efficient and all the products are isolated in good yield and excellent purity.

  描述了新型肽类似物和具有1,2,3-三唑和氨基甲酸酯基团的糖基氨基酸的合成。经Poc保护的氨基酸酯/1-氨基糖在点击反应条件下与所需的叠氮化合物进行Cu(I)催化的[2+3]环加成反应，以获得新型的肽和碳水化合物类似物。该反应快速、高效，所有产物均以良好的产率和优异的纯度分离得到。
• Pentafluorophenyloxy Compound, and Nonaqueous Electrolyte Solution and Lithium Secondary Battery Using Same
  申请人：Abe Koji

  公开号：US20080107969A1

  公开（公告）日：2008-05-08

  [Problem] To provide a novel pentafluorophenyloxy compound, a method for producing same, a nonaqueous electrolyte solution capable of forming a lithium secondary battery having excellent battery characteristics such as electrical capacity, cycling property and storage property, and a lithium secondary battery. [Means for Solution] A pentafluorophenyloxy compound represented by the general formula (I) shown below, a method for producing same, a nonaqueous electrolyte solution containing same and a lithium secondary battery: wherein R 1 represents a —COCO— group, a S═O group or a S(═O) 2 group, R 2 represents an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aryl group or an aralkyl group with the proviso that at least one of the hydrogen atoms of R 2 may be each substituted with a halogen atom and that R 2 does not represent an aryl group when R 1 represents a —COCO— group.

  [问题] 提供一种新型的五氟苯氧基化合物、其生产方法、能够形成具有优异电容量、循环性能和储存性能的锂二次电池的非水电解质溶液，以及一种锂二次电池。 [解决方法] 一种由下式（I）表示的五氟苯氧基化合物，其生产方法，包含该化合物的非水电解质溶液和锂二次电池： 其中，R1代表—COCO—基团、S═O基团或S(═O)2基团，R2代表烷基、环烷基、烯基、炔基、芳基或芳基烷基，但至少有一个R2的氢原子可以被卤素原子取代，并且当R1代表—COCO—基团时，R2不代表芳基。
• Protein synthesis via click chemistry
  申请人：Ludwig-Maximilians-Universität München

  公开号：EP2311947A1

  公开（公告）日：2011-04-20

  The present invention refers to a method of incorporating non-genetically encoded amino acids at single or multiple positions of a protein and optionally the further modification of the side chains of said non-genetically encoded amino acids, e.g. by introduction of glycan groups. Further, the present invention refers to novel single or multiple glycosylated proteins.

  本发明指的是一种在蛋白质的单个或多个位置加入非基因编码氨基酸的方法，以及进一步修饰所述非基因编码氨基酸侧链的方法，例如通过引入聚糖基团。此外，本发明还涉及新型单个或多个糖基化蛋白质。
• US7794876B2
  申请人：——

  公开号：US7794876B2

  公开（公告）日：2010-09-14
• [EN] PROTEIN SYNTHESIS VIA CLICK CHEMISTRY<br/>[FR] SYNTHÈSE DE PROTÉINES PAR CHIMIE À HAUTE AFFINITÉ « CLICK »
  申请人：UNIV MUENCHEN L MAXIMILIANS

  公开号：WO2011045316A1

  公开（公告）日：2011-04-21

  The present invention refers to a method of incorporating non-genetically encoded amino acids at single or multiple positions of a protein and optionally the further modification of the side chains of said non-genetically encoded amino acids, e.g. by introduction of glycan groups. Further, the present invention refers to novel single or multiple glycosylated proteins.