di-tert-butyl 4-amino-4-methylheptanedicarboxylate | 220593-28-2

• 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: di-tert-butyl 4-amino-4-methylheptanedicarboxylate
• 英文别名: di-tert-butyl 4-amino-4-methylheptanedioate；1,7-Bis(1,1-dimethylethyl) 4-amino-4-methylheptanedioate；ditert-butyl 4-amino-4-methylheptanedioate
• CAS: 220593-28-2
• 化学式: C₁₆H₃₁NO₄
• 分子量: 301.426
• InChiKey: DLVKAJAJGVDRMU-UHFFFAOYSA-N

物化性质

• 沸点：
  370.0±37.0 °C(Predicted)
• 密度：
  0.993±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 4-amino-4-methylheptanedicarboxylate 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.25h， 生成 di-tert-butyl 4-methyl-4-(octadecyloxycarbonylamino)heptanedioate
  参考文献：
  名称：

  Comparing micellar, hemolytic, and antibacterial properties of di- and tricarboxyl dendritic amphiphiles

  摘要：

  Homologous dicarboxyl dendritic amphiphiles-RCONHC(CH(3))(CH(2)CH(2)COOH)(2), 4(n); and ROCO-NHC(CH(3))(CH(2)CH(2)COOH)(2), 5(n), where R = n-C(n)H(2n+1) and n = 13-22 carbon atoms-were synthesized. Critical micelle concentrations (CMCs) in aqueous triethanolamine solutions and at pH 7.4 were measured along with hemolytic activity (effective concentrations, EC(10)) in phosphate-buffered saline (PBS). Log CMC showed a linear dependence on chain length (n); the longest chain in each series had the lowest CMC-in triethanolamine: 4(21), 180 mu M and 5(22), 74 mu M and at pH 7.4: 4(21), 78 mu M and 5(22), 33 mu M. These two series, 4(n) and 5(n), and three series of homologous tricarboxyl dendritic amphiphiles-RCONHC(CH(2)CH(2)COOH)(3), 1(n); ROCONHC(CH(2)CH(2)COOH)(3), 2(n); RNHCONHC(CH(2)CH(2)COOH)(3), 3(n), where R = n-C(n)H(2n+1) and n = 13-22 carbon atoms-were tested for growth inhibition of Staphylococcus aureus strain ATCC 6358 and methicillin-resistant S. aureus (MRSA) strain ATCC 43330 by microdilution in 0.1-strength brain heart infusion broth (BHIB). Amphiphiles 4(19), 4(21), 5(18), and 5(20) showed the strongest antibacterial activity (2.2-3.4 mu g/mL) against S. aureus (vancomycin, MIC = 0.25 mu g/mL). These four plus 1(21), 2(20), 2(22), and 3(20) exhibited the strongest antibacterial activity (1.7-6.8 mu g/mL) against MRSA (vancomycin, MIC = 0.25 mu g/mL). The MICs of these amphiphiles against six clinical MRSA were similar to those against the ATCC strain. In PBS, EC(10)s of the most active homologues ranged from 7 to 18 mu g/mL and 18 to 220 mu g/mL for di- and tricarboxyl dendritic amphiphiles, respectively. To assess the potential safety of using dendritic amphiphiles as drugs, measurements of micellar and hemolytic properties were conducted in the same medium (full-strength BHIB) that was used for antibacterial activity. The CMCs (9-36 mu g/mL, similar to 18-72 mu M) of ten amphiphiles were measured by microdilution (log 2 progression) with dye-covered beads. The EC10s were similar to those in PBS. The MICs of most amphiphiles (14-72 mu g/mL) and vancomycin (1.1-2.2 mu g/mL) against both S. aureus and MRSA increased significantly compared to the MICs measured in 0.1-strength BHIB. The one exception, 5(18), had an MIC against S. aureus of 1.1 mu g/mL compared to vancomycin (2.2 mu g/mL). With CMC (9-18 mu g/mL) and EC10 (16 mu g/mL) values higher than the MIC, 5(18) was discovered as a lead for further development. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.036
• 作为产物：
  描述：

  丙烯酸叔丁酯 在 镍 氨 、 氢气 作用下， 以 乙醇 为溶剂， -78.0~25.0 ℃ 、413.7 kPa 条件下， 反应 24.0h， 生成 di-tert-butyl 4-amino-4-methylheptanedicarboxylate
  参考文献：
  名称：

  通过 Tetrabis(2,2':6',2''-terpyridine)ruthenium(II) 配合物的电活性金属大分子：无外部抗衡离子的结构异构体和中性物种的树枝状纳米网络

  摘要：

  通过四个双(2,2':6',2''-三联吡啶)钌(II)连接的树枝状网络的概念被用来创建“树枝状甲烷”型金属大分子。此外，设计、合成和表征了两种结构异构的金属树枝状聚合物（16 和 17）。这两种异构体在光谱上相似，并显示出非常相似的物理和化学性质；然而，这些分子的内部密度和空隙区域是通过循环伏安法来区分的。描述了内部和外部树枝状分支的体积对三联吡啶-钌配合物的影响。类似的合成策略允许制备两代不具有外部抗衡离子的中性金属大分子（33 和 36）。描述了这些内部电荷平衡的中性物种的好处，

  DOI：

  10.1021/ja001401h

文献信息

• Design, Synthesis, and Characterization of Conifer-Shaped Dendritic Architectures
  作者：George R. Newkome、Kishore K. Kotta、Charles N. Moorefield

  DOI：10.1002/chem.200501482

  日期：2006.5.3

  An elongated structural design leading to more conical-shaped dendritic architectures by using a combination of 1-->3, 1-->(2+1), and 1-->(2+1 Me) C-branched monomers is presented. Synthesis of the conifer-shaped macromolecule was achieved by reaction between isocyanate 20 and amine 26 in dry CH2Cl2. A resultant extended focal adamantane-modified dendron was deprotected to generate the water-soluble

  通过结合使用1-> 3、1->（2 + 1）和1->（2 + 1 Me）C支化单体的组合，获得了导致更多圆锥形树枝状结构的细长结构设计。通过在干燥的CH 2 Cl 2中使异氰酸酯20和胺26反应来实现针叶树状大分子的合成。将得到的扩展的局灶性金刚烷改性的树突脱保护以产生水溶性产物，其随后与D 2 O中的β-环糊精络合以产生所需的树状产物。金刚烷部分与β-环糊精腔的宿主-客体相互作用通过1 H NMR光谱监测。所有单体，关键中间体和最终产品均通过1H和13C NMR光谱，ESI或MALDI-TOF质谱以及IR光谱进行了全面表征。
• Electroactive Metallomacromolecules via Tetrabis(2,2‘:6‘,2‘ ‘-terpyridine)ruthenium(II) Complexes:  Dendritic Nanonetworks toward Constitutional Isomers and Neutral Species without External Counterions
  作者：George R. Newkome、Enfei He、Luis A. Godínez、Gregory R. Baker

  DOI：10.1021/ja001401h

  日期：2000.10.1

  The concept of dendritic networks via four bis(2,2‘:6‘,2‘ ‘-terpyridine)ruthenium(II) connectivities was utilized to create “dendritic methane”-type metallomacromolecules. In addition, two structurally isomeric metallodendrimers (16 and 17) were designed, synthesized, and characterized. These two isomers were spectrally alike and displayed very similar physical and chemical properties; however, the

  通过四个双(2,2':6',2''-三联吡啶)钌(II)连接的树枝状网络的概念被用来创建“树枝状甲烷”型金属大分子。此外，设计、合成和表征了两种结构异构的金属树枝状聚合物（16 和 17）。这两种异构体在光谱上相似，并显示出非常相似的物理和化学性质；然而，这些分子的内部密度和空隙区域是通过循环伏安法来区分的。描述了内部和外部树枝状分支的体积对三联吡啶-钌配合物的影响。类似的合成策略允许制备两代不具有外部抗衡离子的中性金属大分子（33 和 36）。描述了这些内部电荷平衡的中性物种的好处，
• Neutral highly branched metallomacromolecules: incorporation of a (2,2′:6′,2′′-terpyridine)ruthenium(ii) complex without external counterions
  作者：George R. Newkome、Enfei He、Luis A. Godínez、Gregory R. Baker

  DOI：10.1039/a806509h

  日期：——

  Neutral dendritic metallomacromolecules possessing four bis-terpyridine RuII linking sites with internal counter ions have been prepared and their electrochemical properties have been studied.

  已制备具有四个双取代吡啶RuII链接位点并含有内部对电荷离子的中性树状金属大分子，并对其电化学性质进行了研究。
• A Versatile, Modular Platform for Multivalent Peptide Ligands Based on a Dendritic Wedge
  作者：Edith H. M. Lempens、Brett A. Helms、Andrea R. Bayles、Maarten Merkx、E. W. Meijer

  DOI：10.1002/ejoc.200901045

  日期：2010.1

  A general methodology for the synthesis of multifunctional AB2, AB3, AB4, and AB5 dendritic wedges is described based on an orthogonal protection strategy. Asymmetric polyamide dendrons that possess N-terminal cysteine residues at the periphery were quantitatively functionalized with C-terminal thioester peptides using native chemical ligation. Conjugation of biologically relevant groups at the focal

  基于正交保护策略描述了合成多功能 AB2、AB3、AB4 和 AB5 树突楔的一般方法。在外围具有 N 端半胱氨酸残基的不对称聚酰胺树突通过 C 端硫酯肽使用天然化学连接进行定量功能化。焦点处的生物学相关基团的共轭产生了一系列具有高度受控化合价 (2-5) 的相关结构，可直接用于多价相互作用强度的系统研究。使用我们的模块化方法，可以轻松组合各种配体、官能团和间隔基，以生成用于开发用于分子医学和成像的智能生物材料的工具箱。
• High-Affinity Peptide-Based Collagen Targeting Using Synthetic Phage Mimics: From Phage Display to Dendrimer Display
  作者：Brett A. Helms、Sanne W. A. Reulen、Sebastiaan Nijhuis、Peggy T. H. M. de Graaf-Heuvelmans、Maarten Merkx、E. W. Meijer

  DOI：10.1021/ja902285m

  日期：2009.8.26

  Peptides derived from phage display typically show significantly weaker binding than their respective high affinity phage, which can bind to protein surfaces in a multivalent fashion. Here we show that mimicking key aspects of the multivalent architecture of the phage on an AB(5) dendritic wedge can enhance the affinity of a phage-display derived collagen binding peptide 100-fold (K(d) = 550 nM), allowing

  源自噬菌体展示的肽通常显示出比它们各自的高亲和力噬菌体弱得多的结合，后者可以以多价方式与蛋白质表面结合。在这里，我们表明在 AB(5) 树突楔上模仿噬菌体多价结构的关键方面可以将噬菌体展示衍生的胶原蛋白结合肽的亲和力提高 100 倍 (K(d) = 550 nM)，允许直接比天然胶原结合蛋白 CNA35 具有更高特异性的天然组织中胶原结构的可视化。这里介绍的树枝状聚合物展示方法代表了一个定义明确的、高度通用的平台，用于增强噬菌体展示衍生肽的亲和力，可能广泛适用。