4-[1-(2,2,6,6-四甲基哌啶-1-基)氧乙基]苯甲酸 | 433682-25-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-[1-(2,2,6,6-四甲基哌啶-1-基)氧乙基]苯甲酸
• 英文名称: 4-[1'-(2'',2'',6'',6''-tetramethyl-1''-piperidinyloxy)ethyl]benzoic acid
• 英文别名: 4-{1-[(2,2,6,6-Tetramethylpiperidin-1-yl)oxy]ethyl}benzoic acid；4-[1-(2,2,6,6-tetramethylpiperidin-1-yl)oxyethyl]benzoic acid
• CAS: 433682-25-8
• 化学式: C₁₈H₂₇NO₃
• 分子量: 305.417
• InChiKey: IXIHDVSFIRGQPP-UHFFFAOYSA-N

物化性质

• 沸点：
  409.2±55.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[1-(2,2,6,6-四甲基哌啶-1-基)氧乙基]苯甲酸 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 32.0h， 生成 Boc-Lys(4-[1-{2,2,6,6-tetramethylpiperidin-1-yloxy}ethyl]benzoyl)-Gly-OH
  参考文献：
  名称：

  Aggregation behaviour of peptide–polymer conjugates containing linear peptide backbones and multiple polymer side chains prepared by nitroxide-mediated radical polymerization

  摘要：

  一系列交替排列的醇胺共轭赖氨酸和甘氨酸残基的肽通过经典溶液相肽耦合法合成。合成的肽含有多达八个醇胺基团，作为自发启动剂用于氮氧化物介导的聚合（NMP），以获得具有明确线性肽主链和一定数量聚合物侧链的肽-聚合物共轭物。苯乙烯和N-异丙基丙烯酰胺（NIPAM）的聚合以高度受控的方式进行。通过凝胶渗透色谱（GPC）测定分子量和聚分散指数（PDI）。这些杂化材料的聚集行为通过动态光散射（DLS）和原子力显微镜（AFM）进行了研究。根据组成、聚合物侧链的数量和长度，共轭物以不同的拓扑结构聚集。肽-聚苯乙烯共轭物可能聚集成所谓的蜂窝结构，而肽-聚N-异丙基丙烯酰胺共轭物则显示出区别聚集行为。

  DOI：

  10.1039/c0ob01047b
• 作为产物：
  描述：

  1-bromo-4-(1-bromoethyl)benzene 在 Cu(OTf)2 、 叔丁基锂 、 铜 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 、 正戊烷 、 苯 为溶剂， 反应 16.33h， 生成 4-[1-(2,2,6,6-四甲基哌啶-1-基)氧乙基]苯甲酸
  参考文献：
  名称：

  Aggregation behaviour of peptide–polymer conjugates containing linear peptide backbones and multiple polymer side chains prepared by nitroxide-mediated radical polymerization

  摘要：

  一系列交替排列的醇胺共轭赖氨酸和甘氨酸残基的肽通过经典溶液相肽耦合法合成。合成的肽含有多达八个醇胺基团，作为自发启动剂用于氮氧化物介导的聚合（NMP），以获得具有明确线性肽主链和一定数量聚合物侧链的肽-聚合物共轭物。苯乙烯和N-异丙基丙烯酰胺（NIPAM）的聚合以高度受控的方式进行。通过凝胶渗透色谱（GPC）测定分子量和聚分散指数（PDI）。这些杂化材料的聚集行为通过动态光散射（DLS）和原子力显微镜（AFM）进行了研究。根据组成、聚合物侧链的数量和长度，共轭物以不同的拓扑结构聚集。肽-聚苯乙烯共轭物可能聚集成所谓的蜂窝结构，而肽-聚N-异丙基丙烯酰胺共轭物则显示出区别聚集行为。

  DOI：

  10.1039/c0ob01047b

文献信息

• Glycoconjugated Polymer. 5. Synthesis and Characterization of a Seven-Arm Star Polystyrene with a β-Cyclodextrin Core Based on TEMPO-Mediated Living Radical Polymerization
  作者：Toyoji Kakuchi、Atsushi Narumi、Takeshi Matsuda、Yutaka Miura、Naoya Sugimoto、Toshifumi Satoh、Harumi Kaga

  DOI：10.1021/ma021296r

  日期：2003.6.1

  larger than the respective Mw,SEC's. In the 1H NMR spectra of 2, the signals due to polystyrene (PSt) appeared along with the characteristic signals due to the 1 unit. Therefore, those of 2 were assignable to a star PSt with an acetylated β-CyD core. Polymer 2 was treated with sulfuric acid to give core-cleaved polymer 2‘. The Mw,SEC's were 2.80 × 103, 9.60 × 103, 2.70 × 104, and 2.61 × 105 for 2‘-I

  将β-环糊精（β-CyD）修饰为七官能引发剂（1），用于2,2,6,6-四甲基哌啶基氧基-（TEMPO-）介导的活性自由基聚合。苯乙烯（St）在几种条件下与1聚合，得到原始产物I - IV。I - IV的尺寸排阻色谱（SEC）痕迹显示出三峰分子量分布。因此，将它们分为各自的三个种类，即主产物2，分子量较低的副产物3和副产物4具有更高的分子量。通过SEC和静态激光光散射测量（测定的重均分子量中号W，SEC和中号W，SLS，分别）为1.34×10 4和2.98×10 4对2-I，4.52×10 4和6.77× 10 4对2-II，1.35×10 5和1.87×10 5对2-III，和9.67×10 5和1.89×10 6为2-IV。的中号W，SLS的比相应的大的中号W，SEC的。在1的1 H NMR谱2，由于聚苯乙烯（PST）的信号与所述特性信号出现沿着由于1个单元。因此，2的那些可分配给具有
• Glycoconjugated Polymer. 4. Synthesis and Aggregation Property of Well-Defined End-Functionalized Polystyrene with β-Cyclodextrin
  作者：Toyoji Kakuchi、Atsushi Narumi、Yutaka Miura、Soh Matsuya、Naoya Sugimoto、Toshifumi Satoh、Harumi Kaga

  DOI：10.1021/ma021295z

  日期：2003.6.1

  2,2,6,6-Tetramethylpiperidinyloxy (TEMPO)-substituted beta-cyclodextrin (beta-CyD), 1, was synthesized as the initiator for the nitroxide-mediated living radical polymerization. Styrene (St) was polymerized with 1 using a molar ratio of St and 1 in a feed ([St]/[1]) of 200 at 120 degreesC for 6 h. The size exclusion chromatography (SEC) trace of the product exhibited a symmetrical peak with a weight-average molecular weight (M-w,SEC) of 11400 and a polydispersity (M-w/M-n) of 1.13. In the H-1 NMR spectrum of the product, the signals due to polystyrene (PSt) appeared along with the characteristic signals due to the 1 unit. Thus, the product was assignable to the end-functionalized PSt with acetylated beta-CyD, 2. The introduction of acetylated beta-CyD into 2 was found to occur in a quantitative fashion, which was confirmed by thin-layer chromatography equipped with a flame ionization detector (TLC-FID). For the [St]/[1] of 600 at 120 degreesC, the St/1 system proceeded in a controlled manner to afford 2 with polymerization times of 1.5-9 h with yields of 5-40% and M-w,M-SEC's of 7500-26 000. On the other hand, the St/1 system for 15 and 20 h afforded polymers with 54 and 75% though an unexpected side reaction occurred. Polymer 2 with M-w,SEC'S of 7500-26 000 was modified by deacetylation using sodium methoxide in dry THF into end-functionalized PSt with beta-CyD, 3. Particle formation was observed during dynamic laser light scattering measurements of 3 in benzene, indicating that 3 was stably suspended in a good solvent for PSt by forming aggregates with beta-CyD as a core. The average aggregation numbers (N-A) of the aggregates were found to range from 42 to 125, which were determined by static laser light scattering measurement.