3-[(2-(methoxycarbonyl)ethyl)octadecylamino]propionic acid methyl ester | 70363-97-2

• 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
• 英文名称: 3-[(2-(methoxycarbonyl)ethyl)octadecylamino]propionic acid methyl ester
• 英文别名: Methyl 3-[(3-methoxy-3-oxopropyl)-octadecylamino]propanoate
• CAS: 70363-97-2
• 化学式: C₂₆H₅₁NO₄
• 分子量: 441.695
• InChiKey: WQZSTLFJQNLDKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  31
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[(2-(methoxycarbonyl)ethyl)octadecylamino]propionic acid methyl ester 在 盐酸 、 甲醇 、 sodium hydride 作用下， 以 苯 为溶剂， 反应 19.0h， 生成 1-Octadecylpiperidin-4-one
  参考文献：
  名称：

  Catalytic Epoxidation of Alkenes with Oxone

  摘要：

  A practical, general and efficient protocol for the catalytic epoxidation of alkenes has been developed. The in situ generation of reactive dioxiranes capable of epoxidizing a variety of alkenes under biphasic conditions has been accomplished using phase transfer catalysts bearing a carbonyl group. Optimal epoxidation conditions employ 10 mol % of 1-dodecyl-1-methyl-4-oxopiperidinium triflate (8d(+)OTf(-)) in a CH2Cl2/pH 7.5-8.0 biphase using potassium monoperoxosulfate (Oxone) as the oxidant. Optimization of the conditions identified (1) slow addition rate, (2) pH 7.5-8.0, (3) N-dodecyl chain, and (4) the triflate salt as key experimental and structural variables. A selection of nine olefins was successfully oxidized to the corresponding epoxides in 83-96% yield.

  DOI：

  10.1021/jo00110a049
• 作为产物：
  描述：

  丙烯酸甲酯（MA） 、 十八胺 以 甲醇 为溶剂， 反应 72.0h， 以95%的产率得到3-[(2-(methoxycarbonyl)ethyl)octadecylamino]propionic acid methyl ester
  参考文献：
  名称：

  基于长链酰胺衍生物的低分子量凝胶剂的凝胶性质和pH响应性溶胶-凝胶转变

  摘要：

  一种以羟基为端基的长链酰胺衍生物的两亲性化合物，具有兼具凝胶特性，即在有机溶剂和水溶液中均能形成凝胶。此外，水凝胶的溶胶-凝胶转变能够通过 pH 值可逆地控制。小角 X 射线散射和 FT-IR 测量表明，聚集体形成的主要相互作用是酰胺基团之间的氢键，并且聚集体在有机凝胶和水凝胶中均具有层状结构。

  DOI：

  10.1246/cl.2009.778

文献信息

• Chirality-Controlled Syntheses of Double-Helical Au Nanowires
  作者：Makoto Nakagawa、Takeshi Kawai

  DOI：10.1021/jacs.8b00910

  日期：2018.4.18

  syntheses of double-helical Au nanowires (NWs) using chiral soft-templates composed of two organogelators with their own active functions; one organogelator serves to introduce helicity into the template and the other acts as a capping agent to control the Au shape. One-dimensional twisted-nanoribbon templates are prepared simply by mixing the two organogelators in water containing a small amount of toluene

  使用湿化学方法选择性大规模合成具有复杂形状的贵金属纳米晶体仍然是令人兴奋的挑战。在这里，我们报告了使用手性软模板合成双螺旋金纳米线 (NW) 的手性可控合成，该模板由两种具有各自活性功能的有机凝胶剂组成；一种有机凝胶剂用于将螺旋性引入模板，另一种用作封端剂以控制 Au 形状。将两种有机凝胶剂在含有少量甲苯的水中混合，然后加入 LiCl，即可简单地制备一维扭曲纳米带模板；通过选择螺旋性诱导有机凝胶剂的旋向性来控制模板手性。在这些手性模板上合成的双螺旋 Au NW 具有与模板相同的螺旋结构，因为 Au NW 沿着具有右手或左手螺旋的扭曲纳米带的两个边缘生长。右手和左手双螺旋金纳米线的色散表现出相反的 CD 信号。
• A pH-Controlled Reversible Phase Transfer and Electrolytic Size-Fractionation of Stable Silver Nanoparticles Capped with a Long Amino Amide Dicarboxylic Acid
  作者：Frederic Delbecq、Itsuki Yamano、Takeshi Kawai

  DOI：10.1246/bcsj.20150260

  日期：2015.12.15

  The synthesis of a long alkylaminoamide dicarboxylic acid amphoteric species has been achieved. Employed as capping agent, the reduction of ionic silver in water led to the formation of small (10–100 nm) and hydrophobic diacid bilayer coated silver nanoparticles (AgNPs). In a biphasic system (e.g. H2O–CHCl3), a pH-controlled and reversible phase transfer phenomenon was observed. At different stages, the formation of these nanoparticles was studied by UV–vis spectroscopy, their stability was controlled by zeta-potential measurement and both shape and morphology were observed by transmission electron microscopy (TEM). The ionic strength of the AgNPs was tested by the addition of inorganic salt electrolyte (NaCl, CaCl2). A NaCl concentration dependant size fractionation of the AgNPs between the same above biphasic system was also studied by means of analytical techniques such as dynamic light scattering (DLS), TEM, and UV–vis spectroscopy.

  我们合成了一种长烷基氨基酰胺二羧酸两性物种。作为封端剂，离子银在水中的还原导致形成小的（10-100 nm）疏水性二酸双层包覆银纳米粒子（AgNPs）。在双相体系（如 H2O-CHCl3）中，观察到了受 pH 值控制的可逆相转移现象。在不同阶段，这些纳米粒子的形成是通过紫外可见光谱进行研究的，其稳定性是通过 zeta 电位测量进行控制的，形状和形态则是通过透射电子显微镜（TEM）进行观察的。通过添加无机盐电解质（NaCl、CaCl2）测试了 AgNPs 的离子强度。此外，还通过动态光散射（DLS）、TEM 和紫外-可见光谱等分析技术，研究了上述双相体系中 AgNPs 粒径随 NaCl 浓度变化的情况。
• Gelation properties of various long chain amidoamines: Prediction of solvent gelation via machine learning using Hansen solubility parameters
  作者：Frederic Delbecq、Guillaume Adenier、Yuki Ogue、Takeshi Kawai

  DOI：10.1016/j.molliq.2020.112587

  日期：2020.4

  analysis of native supramolecular gels reveal that they can self-assemble into lamellar-like aggregates or in pseudo-cubic structures, depending on the alkyl chain length and the steric hindrance of the polar head. The number of amide bonds and their positions inside gelator structures are determinant for the nature of the packing. For each gelator, we perform a series of gelation tests in each of the

  在27种液体中合成并测试了四种显示不同结构变异的新的两亲长链酰胺基胺衍生物，并将其与文献中已报道的两种相似分子的研究进行了比较。在许多情况下，这些化合物可以充当低分子量胶凝剂，在有机液体或水中形成三维网络，这可以通过FE-SEM观察和流变学测量得到证实。对于每个样品，相应的干凝胶的XRD衍射和天然超分子凝胶的FT-IR分析表明，它们可以自组装成层状聚集体或伪立方结构，具体取决于烷基链的长度和空间位阻极头。酰胺键的数量及其在胶凝剂结构中的位置决定了填料的性质。对于每个胶凝剂，
• Reversible dispersion–precipitation of single-walled carbon nanotubes by pH change and addition of organic components
  作者：Yoshiro Imura、Clara Morita、Takeshi Kawai

  DOI：10.1039/c3nj00749a

  日期：——

  Single-walled carbon nanotubes (SWCNTs) were dispersed in an aqueous solution of a long-chain amidoamine surfactant (C18AA) at a high concentration (>0.5 wt%). The SWCNT dispersion was very stable in the pH range from 7.0 to 11.5. Addition of chloroform into the aqueous dispersion at pH 11.5 brought about the precipitation of SWCNTs in water, although there was no effect on the dispersibility of SWCNTs at pH 7. We demonstrated that reversible dispersion–precipitation regulation of SWCNTs in water can be achieved by changing pH and adding the C18AA surfactant in a biphasic system of C18AA–water–chloroform.

  单壁碳纳米管（SWCNT）以高浓度（>0.5 wt%）分散在长链酰胺胺表面活性剂（C18AA）的水溶液中。 SWCNT分散体在pH 7.0至11.5范围内非常稳定。在 pH 11.5 的水分散体中添加氯仿会导致单壁碳纳米管在水中沉淀，尽管在 pH 7 时对单壁碳纳米管的分散性没有影响。我们证明了单壁碳纳米管在水中的可逆分散-沉淀调节可以通过以下方式实现：改变pH值并在C18AA-水-氯仿的双相系统中添加C18AA表面活性剂。
• Changes in viscosity behavior from a normal organogelator to a heat-induced gelator for a long-chain amidoamine derivative
  作者：Clara Morita、Hiroki Sugimoto、Keisuke Matsue、Takeshi Kondo、Yoshiro Imura、Takeshi Kawai

  DOI：10.1039/c0cc03223a

  日期：——

  A long-chain amidoamine derivative (C18AA) acts as a normal organogelator in toluene, but changes to a heat-induced gelator, exhibiting a phase transition from sol to gel on heating upon addition of aqueous LiCl to the toluene gel. The thermal response of the heat-induced gel of C18AA was highly sensitive.

  长链酰氨基胺衍生物 (C18AA) 在甲苯中充当正常的有机胶凝剂，但会变成热诱导胶凝剂，在向甲苯凝胶中添加氯化锂水溶液后，加热时表现出从溶胶到凝胶的相变。 C18AA 热诱导凝胶的热响应高度敏感。