2-(dodecanoylamino)phenylamine | 135391-17-2

• 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: 2-(dodecanoylamino)phenylamine
• 英文别名: N-(2-aminophenyl)-dodecanamide；N-(2-aminophenyl)dodecanamide；o-Lauroylaminoaniline；2-Dodecanoylaminophenylamine
• CAS: 135391-17-2
• 化学式: C₁₈H₃₀N₂O
• 分子量: 290.449
• InChiKey: ISLSVHCBWQITHY-UHFFFAOYSA-N

物化性质

• 熔点：
  93-94 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 沸点：
  465.3±28.0 °C(Predicted)
• 密度：
  1.001±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(dodecanoylamino)phenylamine 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (S)-N-(2-dodecylamidophenyl)-prolinamide
  参考文献：
  名称：

  Solvent-effects tuning the catalytic reactivity of prolinamides in asymmetric aldol reactions

  摘要：

  Novel prolinamides were prepared and applied as organocatalysts in the asymmetric aldol reaction. Stable imidazolidinones were formed between prolinamides and aromatic aldehydes in organic solvents. It was found that aqueous conditions can significantly suppress the formation of the unwanted imidazolidinone intermediate and improve the catalytic activity of the prolinamides. As a consequence, high chemical yields (up to 99%) and good diastereoselectivity (up to >20:1 dr) and enantioselectivity (up to 95% ee) were achieved in 2-Me-THF or brine. This strategy could serve as a general solution to enhance the performance of prolinamides as organocatalysts. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.10.019
• 作为产物：
  描述：

  月桂酸 、 邻苯二胺 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以73%的产率得到2-(dodecanoylamino)phenylamine
  参考文献：
  名称：

  Solvent-effects tuning the catalytic reactivity of prolinamides in asymmetric aldol reactions

  摘要：

  Novel prolinamides were prepared and applied as organocatalysts in the asymmetric aldol reaction. Stable imidazolidinones were formed between prolinamides and aromatic aldehydes in organic solvents. It was found that aqueous conditions can significantly suppress the formation of the unwanted imidazolidinone intermediate and improve the catalytic activity of the prolinamides. As a consequence, high chemical yields (up to 99%) and good diastereoselectivity (up to >20:1 dr) and enantioselectivity (up to 95% ee) were achieved in 2-Me-THF or brine. This strategy could serve as a general solution to enhance the performance of prolinamides as organocatalysts. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.10.019

文献信息

• Enzyme-mediated domino synthesis of 2-alkylbenzimidazoles in solvent-free system: A green route to heterocyclic compound
  作者：Li Wang、Chao Li、Na Wang、Kun Li、Xi Chen、Xiao-Qi Yu

  DOI：10.1016/j.molcatb.2010.06.013

  日期：2010.11

  Solvent-free domino acylation/cyclization reactions between fatty acid esters and o-phenylenediamine mediated by immobilized lipase from Mucor miehei (MML) were found to be an efficient way in the synthesis of 2-alkylbenzimidazole. Compared with other substrates, methyl fatty acid esters with moderated chain length exhibited best activity with yield up to 95%. The mechanism of the domino process was

  发现固定化的来自Mucor miehei（MML）的脂肪酶介导的脂肪酸酯与邻苯二胺之间的无溶剂的多米诺酰化/环化反应是合成2-烷基苯并咪唑的有效方法。与其他底物相比，链长适中的甲基脂肪酸酯表现出最佳的活性，收率高达95％。通过一些详细的实验，包括中间产物的分离，深刻地阐明了多米诺过程的机理。这种有效的酶促多米诺骨牌工艺为杂环化合物的合成提供了有吸引力的程序，可以被认为是现代有机化学中潜在的合成方法。
• Pantothenic acid derivatives
  申请人：FUJIREBIO INC.

  公开号：EP0421441A2

  公开（公告）日：1991-04-10

  Compounds represented by general formula (I) below wherein R1 and R2, which are the same or different, each represent a hydrogen atom or a protective group for a hydroxyl group; R3 represents a saturated or unsaturated, linear, branched or cyclic, monovalent Cs-C2s-aliphatic hydrocarbon group which may be substituted with an aromatic group, or a group of formula where R4 represents a saturated or unsaturated, linear, branched or cyclic, monovalent Cs-C2s-aliphatic hydrocarbon group which may be substituted with an aromatic group, and R5 represents a hydrogen atom, or a saturated or unsaturated, linear, branched or cyclic, monovalent hydrocarbon group which may be substituted with an aromatic group; Q represents (a) a group of formula -X1-A-Y1-, where A represents a saturated or unsaturated, linear, branched or cyclic divalent C2-C16-aliphatic hydrocarbon group which may be substituted with an aromatic group, a divalent aromatic hydrocarbon group or a divalent aromatic heterocyclic group; one of X1 and Y1 represents and the other represents -0-, -S- or in which R6 and R7 each represent a hydrogen atom or a lower alkyl group; (b) a group of formula -X2-(CH2)ℓ-Y2-, where one of X2 and Y2 represents a group of formula and the other represents -0-, -S- or represents a 4-7-membered, divalent nitrogen-containing aromatic heterocyclic group, and R6 has the same meaning as defined above, and ℓ is 0, 1 or 2; or (c) a group of formula where m is 2 or 3; n is an integer of from 1 to 4. The compounds have excellent inhibitory activity against acyl Co A-cholesterol-acyltransferase.

  以下通式(I)代表的化合物 其中 R1 和 R2（相同或不同）分别代表氢原子或羟基的保护基团； R3 代表饱和或不饱和、线性、支链或环状、一价 Cs-C2 脂肪族烃基，可被芳香族基团取代，或代表式（I）中的基团 其中 R4 代表可被芳香族基团取代的饱和或不饱和、线性、支链或环状、一价 Cs-C2 脂肪族烃基，以及 R5 代表氢原子，或可被芳香基团取代的饱和或不饱和、线性、支链或环状单价烃基； Q 代表 (a) 式-X1-A-Y1-的基团、 其中 A 代表饱和或不饱和、线性、支链或环状二价 C2-C16 脂肪族烃基，可被芳香族基团、二价芳香族烃基团或二价芳香族杂环基团取代； X1 和 Y1 中的一个代表 而另一个代表-0-、-S-或 其中 R6 和 R7 各自代表氢原子或低级烷基； (b) 式-X2-(CH2)ℓ-Y2-的基团、 其中 X2 和 Y2 中的一个代表式-X2-(CH2)ℓ-Y2-的基团 而另一个代表-0-、-S-或 代表 4-7 元二价含氮芳香杂环基团，R6 的含义与上式定义相同，且 ℓ 为 0、1 或 2；或 (c) 式中的基团 其中 m 是 2 或 3； n 是 1 至 4 的整数。 这些化合物对酰基 Co A-胆固醇酰基转移酶具有极佳的抑制活性。
• Biosensor chip, process for producting the same, and sensor for surface plasmon resonance analysis
  申请人：FUJIFILM Corporation

  公开号：EP2030677A2

  公开（公告）日：2009-03-04

  A biosensor chip includes a substrate, a polymer having an anionic functional group and being arranged on a surface of the substrate, a polyamino group which is directly or indirectly bound to the anionic functional group at a surface of the polymer, and a long-chain alkyl-based group which is directly or indirectly bound to the anionic functional group at the surface of the polymer. Therefore, the biosensor chip can immobilize a bioactive material on the surface of the biosensor chip without influence of electric charge repulsion.

  一种生物传感器芯片包括基底、具有阴离子官能团并排列在基底表面的聚合物、在聚合物表面与阴离子官能团直接或间接结合的聚氨基，以及在聚合物表面与阴离子官能团直接或间接结合的长链烷基。因此，生物传感器芯片可以在不受电荷排斥影响的情况下，在生物传感器芯片表面固定生物活性材料。
• Fluorescent Properties of 9-Anthracenecarboxamides
  作者：I. A. Boldyrev、Jul. G. Molotkovsky

  DOI：10.1023/b:rubi.0000049777.07961.11

  日期：2004.11

  A number of new 9-anthracenecarboxamides are synthesized in order to create new fluorescent probes for studying biological systems. The parameters of their fluorescence in organic solvents of various polarities are investigated, and possible mechanisms of internal quenching of fluorescence of these compounds are discussed. One of the compounds, 4-ethoxycarbonylphenylamide of 9-anthracenecarboxylic acid, is shown to be a promising basis for the development of a new fluorescent probe.
• BIOSENSOR CHIP, PROCESS FOR PRODUCING THE SAME, AND SENSOR FOR SURFACE PLASMON RESONANCE ANALYSIS
  申请人：TAKEUCHI Yohsuke

  公开号：US20090062146A1

  公开（公告）日：2009-03-05

  A biosensor chip includes a substrate, a polymer having an anionic functional group and being arranged on a surface of the substrate, a polyamino group which is directly or indirectly bound to the anionic functional group at a surface of the polymer, and a long-chain alkyl-based group which is directly or indirectly bound to the anionic functional group at the surface of the polymer.