tert-butyl N-[2-[tert-butoxycarbonyl-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]ethyl]-N-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]carbamate | 556082-10-1

• 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: tert-butyl N-[2-[tert-butoxycarbonyl-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]ethyl]-N-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]carbamate
• 英文别名: N,N'-(ethylenebis{[(tert-butoxycarbonyl)imino]ethylene})bis(trifluoroacetamide)；di-tert-butyl ethane-1,2-diylbis((2-(2,2,2-trifluoroacetamido)ethyl)carbamate)；tert-butyl ethane-1,2-diylbis(2-(2,2,2-trifluoroacetamido)ethylcarbamate)；2-{tert-butoxycarbonyl-[2-(2,2,2-trifluoro-acetylamino)ethyl]-amino}-[2-(2,2,2-trifluoro-acetylamino)ethyl]-carbamic acid tert-butyl ester；Di-tert-butylethane-1,2-diylbis(2-(2,2,2-trifluoroacetamido)ethylcarbamate；tert-butyl N-[2-[(2-methylpropan-2-yl)oxycarbonyl-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]ethyl]-N-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]carbamate
• CAS: 556082-10-1
• 化学式: C₂₀H₃₂F₆N₄O₆
• 分子量: 538.488
• InChiKey: XGBCUCRRKXJGDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[2-[tert-butoxycarbonyl-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]ethyl]-N-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]carbamate 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以60%的产率得到tert-butyl (N-2-aminoethyl)N-([2-((2-aminoethyl)t-butyloxy)carbonylamino]ethyl)carbamate
  参考文献：
  名称：

  用于固相合成确定的聚酰胺酰胺的新型Fmoc-聚氨基酸

  摘要：

  开发了一种通用的固相方法，用于确定序列的聚酰胺胺。四种不同的Fmoc-聚氨基酸结构单元是通过对对称的低聚乙炔亚胺前体进行选择性保护，然后使用环酐引入羧酸的处理方法以及随后的Fmoc保护来合成的。新型Fmoc-聚氨基酸用于构建聚酰胺酰胺，证明与标准Fmoc反应条件完全相容。结构单元的直接合成和固相偶联反应的高效率使所定义的聚阳离子的多功能合成成为可能。

  DOI：

  10.1021/ol200381z
• 作为产物：
  描述：

  三乙烯四胺 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 tert-butyl N-[2-[tert-butoxycarbonyl-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]amino]ethyl]-N-[2-[(2,2,2-trifluoroacetyl)amino]ethyl]carbamate
  参考文献：
  名称：

  开发二价配体以靶向 CUG 三重重复，这是 1 型强直性营养不良的病原体

  摘要：

  扩展的 CUG 重复转录本 (CUG exp ) 是通过隔离肌盲样 1 蛋白 (MBNL1) 导致 1 型强直性肌营养不良 (DM1) 的病原体，MBNL1 是可变剪接的调节因子。基于先前报道在体外测定中具有活性的配体 ( 1 )，我们提出了一个包含 10个二聚配体 ( 4-13 )的小文库的合成，这些配体的长度、组成和附着点不同链接链。与寡醚接头相比，寡氨基接头对 CUG RNA 的亲和力更大，并且更有效。最有效的体外配体（9) 被证明是水溶性的并且具有细胞和细胞核渗透性，在 DM1 细胞模型中显示 MBNL1 核糖核病灶几乎完全分散。使用延时共聚焦荧光显微镜观察到9的生物活性的直接证据是其在单个活 DM1 模型细胞中分散核糖核病灶的能力。

  DOI：

  10.1021/jm400794z

文献信息

• A Facile Synthesis of Selectively Protected Linear Oligoamines
  作者：Simona Koščová、Miloš Buděšínský、Jana Hodačová

  DOI：10.1135/cccc20030744

  日期：——

  A convenient multi-gram preparative method for the synthesis of linear oligoamines having the terminal primary amino groups unprotected and the central secondary amino functions protected with tert-butoxycarbonyl groups is presented. At the same time, simple one-pot preparation of the α,ω-bis(trifluoroacetamide) intermediates 2 has been developed. NMR spectra of the novel selectively protected oligoamines are also discussed.

  一种方便的多克隆制备方法用于合成具有未保护的末端初级氨基团和中心次级氨基功能受到tert-丁氧羰基团保护的线性寡胺。同时，还开发了α，ω-双(三氟乙酰胺)中间体2的简单一锅制备方法。还讨论了新型选择性保护寡胺的NMR光谱。
• Polyethylenimine analogs for improved gene delivery: effect of the type of amino groups
  作者：Miao-Miao Xun、Ju-Hui Zhang、Yan-Hong Liu、Ji Zhang、Ya-Ping Xiao、Qian Guo、Shuo Li、Xiao-Qi Yu

  DOI：10.1039/c5ra23715g

  日期：——

  The 1°, 2° and 3° amine composition of PEI analogs could be easily adjusted by special synthetic method, and their effects on the gene transfection were studied.

  PEI类似物的1°、2°和3°胺组成可以通过特殊的合成方法轻松调整，并研究它们对基因转染的影响。
• LIPID CONTAINING FORMULATIONS
  申请人：Manoharan Muthiah

  公开号：US20090023673A1

  公开（公告）日：2009-01-22

  Compositions and methods useful in administering nucleic acid based therapies, for example association complexes such as liposomes and lipoplexes are described.

  本文介绍了用于管理基于核酸的治疗的组合物和方法，例如关联复合物，如脂质体和脂质复合物。
• Trehalose Click Polymers Inhibit Nanoparticle Aggregation and Promote pDNA Delivery in Serum
  作者：Sathya Srinivasachari、Yemin Liu、Guodong Zhang、Lisa Prevette、Theresa M. Reineke

  DOI：10.1021/ja0585580

  日期：2006.6.1

  Herein, three new glycopolymers have been synthesized via "click polymerization" to promote nucleic acid delivery in the presence of biological media containing serum. These structures were designed to contain a trehalose moiety to promote biocompatibility, water solubility, and stability against aggregation, amide-triazole groups to enhance DNA binding affinity, and an oligoamine unit to facilitate DNA encapsulation, phosphate neutralization, and interactions with cell surfaces. A 2,3,4,2', 3', 4'-hexa-O-acetyl-6,6'-diazido-6,6'-dideoxy-(D)-trehalose (4) monomer was polymerized via copper(I)-catalyzed azide-alkyne cycloaddition with a series of dialkyne-amide comonomers that contain either one, two, or three Boc-protected secondary amines (7a, 7b, or 7c, respectively). After deprotection, three water-soluble polycations (9a, 9b, or 9c) were obtained with similar degrees of polymerization (n = 56-61) to elucidate the role of amine number on nucleic acid binding, complex formation, stability, and cellular delivery. Gel electrophoresis and ethidium bromide experiments showed that 9a-9c associated with plasmid DNA (pDNA) and formed complexes (polyplexes) at N/P ratios dependent on the amine number. TEM experiments revealed that 9a-9c polyplexes were small (50-120 nm) and had morphologies (spherical and rodlike) associated with the polymer chain stiffness. Dynamic light scattering studies in the presence of media containing serum demonstrated that 9c polyplexes had a low degree of flocculation, whereas 9a and 9b polyplexesd aggregate rapidly. Further biological studies revealed that these structures were biocompatible and deliver pDNA into HeLa cells. Particularly, 9c polyplexes promoted high delivery efficacy and gene expression profiles in the presence of serum.
• WO2008/42973
  申请人：——

  公开号：——

  公开（公告）日：——