3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoic acid | 210355-20-7

• 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: 3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoic acid
• 英文别名: 3,5-Bis[3-[(2-methylpropan-2-yl)oxycarbonylamino]propoxy]benzoic acid
• CAS: 210355-20-7
• 化学式: C₂₃H₃₆N₂O₈
• 分子量: 468.547
• InChiKey: GLSWPEUIVNITIY-UHFFFAOYSA-N

物化性质

• 沸点：
  648.3±55.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoic acid 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 、 lithium hydroxide 作用下， 以 四氢呋喃 、 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：

  methyl 3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoate 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以90%的产率得到3,5‐bis(3‐((tert‐butoxycarbonyl)amino)propoxy)benzoic acid
  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

• Design and synthesis of new cationic water-soluble pyrene containing dendrons for DNA sensory applications
  作者：Ching-Yi Chen、Yumiko Ito、Yu-Cheng Chiu、Wen-Chung Wu、Tomoya Higashihara、Mitsuru Ueda、Wen-Chang Chen

  DOI：10.1002/pola.25031

  日期：2012.1.15

  series of new water‐soluble cationic pyrene‐dendron derivatives, G1, G2, and G3, was successfully synthesized and characterized. These new dendrons were designed with the quaternized amino moieties at the periphery of the dendrons for DNA detection and functionalized with pyrene as a fluorescent probe. The electrostatic interactions between the plasmid DNA (pDNA) and cationic charged dendrons in an aqueous

  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
• Liquid-Crystalline Polymers from Cationic Dendronized Polymer−Anionic Lipid Complexes
  作者：Nadia Canilho、Edis Kasëmi、Raffaele Mezzenga、A. Dieter Schlüter

  DOI：10.1021/ja065113i

  日期：2006.11.1

  The use of cationic dendronized polymers as a polyelectrolytic system for templating thermotropic liquid-crystalline phases (LC) via complexation and self-assembly with counter-charged ionic lipids is described. The topology of the LC phases resulting from the self-assembly process, their lattice parameter, and the interpenetration of lipid chains is discussed via birefringency analysis and small-angle

  描述了使用阳离子树枝状聚合物作为聚电解质系统，通过络合和自组装与反电荷离子脂质对热致液晶相 (LC) 进行模板化。通过双折射分析和小角度 X 射线散射讨论了自组装过程产生的 LC 相的拓扑结构、它们的晶格参数和脂质链的相互渗透。根据树枝状聚合物的生成和烷基链的长度，观察到无定形、层状和柱状四方相。提出了一种结构模型，该模型解释了烷基链长度和聚合物生成的系统变化。由于离子络合的可逆性质，该过程证明与纳米多孔通道、仿生、运输、
• 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.
• Tuning Polymer Thickness: Synthesis and Scaling Theory of Homologous Series of Dendronized Polymers
  作者：Yifei Guo、Jacco D. van Beek、Baozhong Zhang、Martin Colussi、Peter Walde、Afang Zhang、Martin Kröger、Avraham Halperin、A. Dieter Schlüter

  DOI：10.1021/ja9032132

  日期：2009.8.26

  The thickness of dendronized polymers can be tuned by varying their generation g and the dendron functionality X. Systematic studies of this effect require (i) synthetic ability to produce large samples of high quality polymers with systematic variation of g, X and of the backbone polymerization degree N, (ii) a theoretical model relating the solvent swollen polymer diameter, r, and persistence length, lambda, to g and X. This article presents an optimized synthetic method and a simple theoretical model. Our theory. approach, based on the Boris-Rubinstein model of dendrimers predicts r similar to n(1/4)g(1/2) and lambda similar to n(2) where n = [(X - 1)(g) - 1]/(X - 2) is the number of monomers in a dendron. The average monomer concentration in the branched. side chains of a dendronized polymer increases with g in qualitative contrast to bottle brushes whose side chains are linear. The stepwise, attach-to, synthesis of X = 3 dendronized polymers yielded gram amounts of g = 1-4 polymers with N approximate to 1000 and N approximate to 7000 as compared to earlier maxima of 0.1 g amounts and of N approximate to 1000. The method can be modified to dendrons of different X The conversion fraction at each attach-to step, as quantified by converting unreacted groups with UV labels, was 99.3% to 99.8%. Atomic force microscopy on mixed polymer samples allows to distinguish between chains of different g and suggests an apparent height difference of 0.85 nm per generation as well as an increase of persistence length with g. We suggest synthetic directions to allow confrontation with theory.