1-azido-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorodododecane | 145876-00-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-azido-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorodododecane
• 英文别名: 1H,1H,2H,2H-perfluorododecyl azide；12-Azido-1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-henicosafluorododecane
• CAS: 145876-00-2
• 化学式: C₁₂H₄F₂₁N₃
• 分子量: 589.15
• InChiKey: DEFDVRCZPOZAET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  23

反应信息

• 作为反应物：
  描述：

  1-azido-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorodododecane 在 palladium on activated charcoal 氢气 作用下， 以 乙醚 为溶剂， 20.0 ℃ 、689.49 kPa 条件下， 以0.62 g的产率得到1H,1H,2H,2H-perfluorododecylamine
  参考文献：
  名称：

  Scavenging of Fluorinated N,N‘-Dialkylureas by Hydrogen Binding:  A Novel Separation Method for Fluorous Synthesis

  摘要：

  [GRAPHICS]A dramatic solubility increase in fluorous solvents is observed for N,N ' -di(polyfluoroalkyl)ureas when hydrogen binding complexes are formed with commercially available perfluoroalkanoic acid scavengers. As a case example, analytically pure peptides and esters are obtained using this novel separation method.

  DOI：

  10.1021/ol016165+
• 作为产物：
  描述：

  1,1,2,2-四氢全氟碘代十二烷 在 sodium azide 、 甲基三辛基氯化铵 作用下， 以 水 为溶剂， 反应 6.0h， 以93%的产率得到1-azido-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorodododecane
  参考文献：
  名称：

  乳糖衍生的新型氟化非离子表面活性剂的合成：N- [2-（F-烷基）乙基]-乳糖苷胺和-乳酸生物酰胺

  摘要：

  描述了衍生自α-乳糖，N- [2-（F-烷基）乙基]-乳糖苷胺（3）和-乳糖苷酰胺（4）的新型氟化非离子表面活性剂的合成。这些衍生物易于在氮杂-维蒂希反应中以高收率由以下物质制备：（i）2-（F-烷基）乙基叠氮化物，其易于从相应的2-（F-烷基）乙基碘化物获得；（ii）没有事先保护糖羟基的α乳糖（对于化合物3而言）和乳糖酸（对于化合物4而言）

  DOI：

  10.1016/s0022-1139(00)80208-0

文献信息

• Synthesis of new fluorinated non-ionic surfactants derived from lactose: the N-[2-(F-alkyl)ethyl]-lactosylamines and -lactobionamides
  作者：Mustafa El Ghoul、Brigitte Escoula、Isabelle Rico、Armand Lattes

  DOI：10.1016/s0022-1139(00)80208-0

  日期：1992.10

  The synthesis of new fluorinated non-ionic surfactants derived from α-lactose, the N-[2- (F-alkyl)ethyl]-lactosylamines (3) and -lactobionamides (4), is described. These derivatives are readily prepared in good yield in an aza-Wittig reaction from: (i) 2-(F-alkyl)ethyl azides which are readily obtained from the corresponding 2-(F-alkyl)ethyl iodides; and (ii) α lactose (for compounds 3) and lactobionic

  描述了衍生自α-乳糖，N- [2-（F-烷基）乙基]-乳糖苷胺（3）和-乳糖苷酰胺（4）的新型氟化非离子表面活性剂的合成。这些衍生物易于在氮杂-维蒂希反应中以高收率由以下物质制备：（i）2-（F-烷基）乙基叠氮化物，其易于从相应的2-（F-烷基）乙基碘化物获得；（ii）没有事先保护糖羟基的α乳糖（对于化合物3而言）和乳糖酸（对于化合物4而言）
• Design, synthesis, and anticancer activities of novel perfluoroalkyltriazole-appended 2′-deoxyuridines
  作者：Sun Min Park、Heeju Yang、Song-Kyu Park、Hwan Mook Kim、Byeang Hyean Kim

  DOI：10.1016/j.bmcl.2010.07.126

  日期：2010.10

  We have focused on the C5-modification of 2'-deoxyuridine with substituted heterocycles for bioactivity, such as antiviral or anticancer activity. Herein, we report a novel class of nucleoside analogues with perfluoroalkyltriazole moiety as an anticancer drug candidate. (C) 2010 Elsevier Ltd. All rights reserved.
• Scavenging of Fluorinated <i>N</i>,<i>N</i><i>‘</i>-Dialkylureas by Hydrogen Binding:  A Novel Separation Method for Fluorous Synthesis
  作者：Claudio Palomo、Jesus M. Aizpurua、Iraida Loinaz、Maria Jose Fernandez-Berridi、Lourdes Irusta

  DOI：10.1021/ol016165+

  日期：2001.7.1

  [GRAPHICS]A dramatic solubility increase in fluorous solvents is observed for N,N ' -di(polyfluoroalkyl)ureas when hydrogen binding complexes are formed with commercially available perfluoroalkanoic acid scavengers. As a case example, analytically pure peptides and esters are obtained using this novel separation method.
• Glucosamine- and galactosamine- based monosaccharides with highly fluorinated motifs
  作者：Joanna Tomaszewska、Karolina Kowalska、Katarzyna Koroniak-Szejn

  DOI：10.1016/j.jfluchem.2016.09.002

  日期：2016.11

  Synthesis of modified monosaccharides, derivatives of glucose and galactose, having a highly fluorinated chain, as a library of synthetic building blocks for hyaluronic acid (HA) modified subunits has been developed. “Click” chemistry has been employed as a strategy for the synthesis of these molecules. 1,2,3-triazole ring derivatives were obtained with good to excellent yields.

  已经开发了具有高度氟化的链的修饰的单糖，葡萄糖和半乳糖的衍生物的合成，作为透明质酸（HA）修饰的亚基的合成构件库。“点击”化学已被用作合成这些分子的策略。获得1,2,3-三唑环衍生物，具有良好至优异的产率。