methyl 3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoate | 210355-19-4

• 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: methyl 3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoate
• 英文别名: 3,5-bis(3-(tertbutoxycarbonylamino)propoxy)benzylic acid methyl ester；Methyl 3,5-bis[3-[(2-methylpropan-2-yl)oxycarbonylamino]propoxy]benzoate
• CAS: 210355-19-4
• 化学式: C₂₄H₃₈N₂O₈
• 分子量: 482.574
• InChiKey: VMLJWUBUTOSUJS-UHFFFAOYSA-N

物化性质

• 沸点：
  616.8±55.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  34
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoate 在 (benzotriazole-1-yloxy)tris(pyrrolidino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 三氟乙酸 、 potassium hydroxide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 6‐(3,5‐bis(3‐(2,3‐bis(tert‐butoxycarbonyl)guanidino)propoxy)benzamido)hexanoic acid
  参考文献：
  名称：

  A Guanidyl‐Based Bivalent Peptidomimetic Inhibits K‐Ras Prenylation and Association with c‐Raf

  摘要：

  AbstractUnusual lipid modification of K‐Ras makes Ras‐directed cancer therapy a challenging task. Aiming to disrupt electrostatic‐driven protein–protein interactions (PPIs) of K‐Ras with FTase and GGTase I, a series of bivalent dual inhibitors that recognize the active pocket and the common acidic surface of FTase and GGTase I were designed. The structure‐activity‐relationship study resulted in 8 b, in which a biphenyl‐based peptidomimetic FTI‐277 was attached to a guanidyl‐containing gallate moiety through an alkyl linker. Cell‐based evaluation demonstrated that 8 b exhibited substantial inhibition of K‐Ras processing without apparent interference with Rap‐1A processing. Fluorescent imaging showed that 8 b disrupts localization of K‐Ras to the plasma membrane and impairs interaction with c‐Raf, whereas only FTI‐277 was found to be inactive. These results suggest that targeting the PPI interface of K‐Ras may provide an alternative method of inhibiting K‐Ras.

  DOI：

  10.1002/chem.201903129
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 potassium carbonate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 methyl 3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoate
  参考文献：
  名称：

  用于DNA传感应用的新型含树枝状阳离子水溶性pyr的设计与合成

  摘要：

  一系列新的水溶性阳离子pyr-树枝状衍生物G1，G2和G3，已成功合成和表征。设计这些新的树枝状分子，在树枝状分子的外围具有季铵化的氨基部分，用于DNA检测，并用with作为荧光探针进行功能化。水溶液中质粒DNA（pDNA）和阳离子带电树突之间的静电相互作用导致resulted的光物理性质发生变化，这可以通过紫外可见光谱和荧光光谱显示出来。of树枝状分子在添加pDNA时显示出高而快速的荧光响应，这强烈依赖于树枝状分子的大小和疏水性。©2011 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2012年

  DOI：

  10.1002/pola.25031

文献信息

• Synthesis of an Anionically Chargeable, High-Molar-Mass, Second-Generation Dendronized Polymer and the Observation of Branching by Scanning Force Microscopy
  作者：Edis Kasëmi、Wei Zhuang、Jürgen P. Rabe、Karl Fischer、Manfred Schmidt、Martin Colussi、Helmut Keul、Ding Yi、Helmut Cölfen、A. Dieter Schlüter

  DOI：10.1021/ja057964g

  日期：2006.4.1

  second-generation (G2) dendronized macromonomer and its free radical polymerization to the corresponding high-molar-mass G2 dendronized polymer are described. The molar mass is determined by gel permeation chromatography (GPC), light-scattering, and analytical ultracentrifugation and compared with values estimated from a scanning force microscopy (SFM) contour lengths analysis of individualized polymer strands on

  描述了基于甲基丙烯酸酯的第二代 (G2) 树枝状大分子单体的有效合成及其自由基聚合成相应的高摩尔质量 G2 树枝状聚合物。摩尔质量由凝胶渗透色谱 (GPC)、光散射和分析超速离心确定，并与从云母上个性化聚合物链的扫描力显微镜 (SFM) 轮廓长度分析估计的值进行比较。该聚合物带有末端叔丁基保护的羧基，使用最高摩尔质量的样品通过 NMR 光谱对三氟乙酸的脱保护程度进行量化。固体基质上受保护（不带电）和未受保护（带电）树枝状聚合物的 SFM 成像显示主要是线性链，但也有一些具有主链分支。研究了这些分支的性质并粗略估计了它们形成的程度。最后，描述了一个合成模型实验，该实验阐明了链转移（一种可能导致共价支化的过程）在本树枝状聚合物的合成中是否重要。
• A Fluorescently Labeled Dendronized Polymer–Enzyme Conjugate Carrying Multiple Copies of Two Different Types of Active Enzymes
  作者：Andrea Grotzky、Thomas Nauser、Huriye Erdogan、A. Dieter Schlüter、Peter Walde

  DOI：10.1021/ja304837f

  日期：2012.7.18

  A hybrid structure of a synthetic dendronized polymer, two different types of enzymes (superoxide dismutase and horseradish peroxidase), and a fluorescent dye (fluorescein) was synthesized. Thereby, a single polymer chain carried multiple copies of the two enzymes and the fluorescein. The entire attachment chemistry is based on UV/vis-quantifiable bis-aryl hydrazone bond formation that allows direct

  合成了一种合成树枝状聚合物、两种不同类型的酶（超氧化物歧化酶和辣根过氧化物酶）和一种荧光染料（荧光素）的混合结构。因此，单个聚合物链携带了两种酶和荧光素的多个拷贝。整个连接化学基于紫外线/可见光可量化的双芳基腙键形成，允许直接量化结合分子：60 个超氧化物歧化酶、120 个辣根过氧化物酶和 20 个荧光素分子，平均聚合物链为 2000 个重复单元。为了获得其他酶比例，相应地改变了实验条件。此外，可以证明两种酶都保持完全活性并催化两步级联反应。
• Solvatochromism of dye-labeled dendronized polymers of generation numbers 1–4: comparison to dendrimers
  作者：Chiara Gstrein、Baozhong Zhang、Mona Ahmed Abdel-Rahman、Oscar Bertran、Carlos Alemán、Gerhard Wegner、A. Dieter Schlüter

  DOI：10.1039/c5sc04609b

  日期：——

  Two series of dendronized polymers (DPs) of generations g = 1-4 with different levels of dendritic substitution (low and high) and a solvatochromic probe at g = 1 level are used to study their swelling behavior in a collection of solvents.

  使用两个系列的g = 1-4的树突化聚合物（DPs）进行不同程度的树突取代（低和高）和g = 1的溶剂化变色探针，以研究它们在一系列溶剂中的溶胀行为。
• Synthesis of novel dendrimers incorporating a dye into the core
  作者：Jidong Zhang、Gérémy Drugeon、Nathalie L'hermite

  DOI：10.1016/s0040-4039(01)00533-0

  日期：2001.5

  Dendrimers 1a and 1b, with six and nine terminal tert-butyloxycarbonyl (t-Boc) protected amine groups, respectively, have been prepared by an efficient divergent synthetic approach. These novel dendrimers contain a dye Red-1 incorporated into the core, which adds to them, in addition to their physicochemical properties proper to dendrimers. an additional one that is the visibility perceptible to human eyes. This new property was particularly interesting in relation to our research of new carriers for active entities and/or antibodies. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Amino-Functionalized, Second-Generation Dendritic Building Blocks
  作者：Rainer Klopsch、Sabine Koch、A. Dieter Schlüter

  DOI：10.1002/(sici)1099-0690(199807)1998:7<1275::aid-ejoc1275>3.0.co;2-2

  日期：1998.7

  The multi-gram scale synthesis of first- and second-generation dendrons with Boc- and Cbz-protected amino groups in the periphery and methyl/ethyl esters at the focal points is described. Saponification of the esters and deprotection of the amines are shown to be strictly orthogonal processes which makes these dendrons valuable building blocks for future constructions.