methyl 4-(allyloxy)-3,5-dihydroxybenzoate | 21022-88-8

• 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 4-(allyloxy)-3,5-dihydroxybenzoate
• 英文别名: Methyl 3,5-dihydroxy-4-prop-2-enoxybenzoate
• CAS: 21022-88-8
• 化学式: C₁₁H₁₂O₅
• 分子量: 224.213
• InChiKey: RCHXFXGNGOHWCL-UHFFFAOYSA-N

物化性质

• 熔点：
  119-120 °C(Solv: benzene (71-43-2))
• 沸点：
  413.8±40.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 4-(allyloxy)-3,5-dihydroxybenzoate 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 三溴化磷 、 potassium carbonate 、 三乙胺 、 三氟乙酸 、 potassium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 79.0h， 生成
  参考文献：
  名称：

  Synthesis of Patent Blue derivatized hydrophilic dendrons dedicated to sentinel node detection in breast cancer

  摘要：

  In the last decade, methods for the precise localization of sentinel lymph node (SLN) have drawn tremendous attention by oncology surgeons and researchers in the field of medical diagnosis. The accurate identification and characterization of lymph nodes by imaging has important therapeutic and prognostic significance in patients with newly diagnosed cancers. The SLN is the first lymph node that receives lymphatic drainage from the site of a primary tumor. Two biocompatible dendronized phosphonates, one bearing a Patent Blue (PB VF) dye at its periphery, where synthesized. Indeed, such a blue dye is currently injected to label the lymph node system for its per-operative detection. Therefore, developing chemistry of Patent Blue VF to optimize early diagnosis is of great current interest. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.144
• 作为产物：
  描述：

  3,4,5-triacetoxy-benzoic acid methyl ester 在 potassium carbonate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.33h， 生成 methyl 4-(allyloxy)-3,5-dihydroxybenzoate
  参考文献：
  名称：

  Selective Hydroxy Group Protection of Gallic Acid

  摘要：

  An efficient procedure allowing selective differentiation of the 4-hydroxy group of methyl gallate was reported.

  DOI：

  10.1080/00397919608004560

文献信息

• A Simple Method for Controlling Dendritic Architecture and Diversity:  A Parallel Monomer Combination Approach
  作者：Adam W. Freeman、Lysander A. J. Chrisstoffels、Jean M. J. Fréchet

  DOI：10.1021/jo005592i

  日期：2000.11.1

  A novel parallel monomer combination approach to manipulating the architectural disposition of dendritic macromolecules is described. It harnesses the synthetic speed and power of the double-stage convergent growth approach and classical parallel synthesis to prepare diverse series of dendrimers that possess a predetermined number and arrangement of "internal" functional moieties. This methodology

  描述了一种新颖的平行单体组合方法来操纵树枝状大分子的结构布置。它利用了两步收敛生长方法和经典的平行合成方法的合成速度和能力来制备具有预定数量和排列的“内部”功能性部分的各种树状聚合物。该方法学用于制备具有1-15个“内部”烯丙氧基的新型聚（苄基醚）树状聚合物家族，该家族以高度受控的，层特异性的世代方式展示。
• Synthesis and Structure of Oxacalix[2]arene[2]triazines of an Expanded π-Electron-Deficient Cavity and Their Interactions with Anions
  作者：Sen Li、Shi-Xin Fa、Qi-Qiang Wang、De-Xian Wang、Mei-Xiang Wang

  DOI：10.1021/jo2024448

  日期：2012.2.17

  means of both post-macrocyclization modification protocol and the stepwise fragment coupling approach, functionalized oxacalix[2]arene[2]triazines bearing two other electron-deficient (hetero)aromatic rings on the lower rim were efficiently synthesized. The resulting oxacalix[2]arene[2]triazine macrocyclesadopt 1,3-alternate conformation, yielding therefore an expanded electron-deficient cavity or space

  报道了基于阴离子-π相互作用原理的新型大环阴离子受体。通过后宏环化修饰方案和逐步片段偶联方法，有效地合成了在下边缘带有两个其他电子缺陷（杂）芳环的官能化的草酸[aca] lix [2] arene [2] triazines。所得的恶草酰[2]芳烃[2]三嗪大环采用1，3-交替构象，因此产生由两个三嗪环和两个附加的芳族环组成的扩大的电子缺陷腔或空间。光谱滴定研究表明，五氟苯基取代的氧杂lix [2]芳烃[2]三嗪与叠氮化物和氟化物在溶液中的选择性相互作用，结合常数（K 1：1）为1.33×10 3。到3.52×10 3 M –1。
• Synthesis of diaryl ether components of ellagitannins using <i>ortho</i>-quinone with consonant mesomeric effects
  作者：Hayato Konishi、Tsukasa Hirokane、Hajime Hashimoto、Kazutada Ikeuchi、Shintaro Matsumoto、Shinnosuke Wakamori、Hidetoshi Yamada

  DOI：10.1039/d0cc00889c

  日期：——

  Methods for synthesizing C–O digallate structures, the basic unit of diaryl ether components of natural ellagitannins, are described. In the designed building block derived from gallic acid, consonantly overlapped mesomeric effects enhanced its electrophilicity. This building block demonstrated substantial reactivity to improve the synthesis of dehydrodigalloyl, tergalloyl, and valoneoyl groups.

  描述了合成CO-0没食子酸酯结构的方法，该化合物是天然鞣花单宁的二芳基醚成分的基本单元。在从没食子酸衍生的设计构件中，介观重叠的介观效应增强了其亲电子性。该结构单元显示出显着的反应活性，可改善脱氢二氢二氢酰基，三氢酰基和瓦龙酰基的合成。
• Synthesis, Structure and Molecular Recognition of Functionalised Tetraoxacalix[2]arene[2]triazines
  作者：Qi-Qiang Wang、De-Xian Wang、Hai-Bo Yang、Zhi-Tang Huang、Mei-Xiang Wang

  DOI：10.1002/chem.201000003

  日期：2010.6.25

  dialkoxy‐substituted tetraoxacalix[2]arene[2]triazine macrocycles 6 have been readily synthesised by the fragment coupling approach using methyl 3,5‐dihydroxy‐4‐alkoxybenzoates and cyanuric chloride as the starting materials under very mild conditions. AlCl3‐mediated deallylation and debenzylation reactions afforded the lower‐rim dihydroxy‐substituted tetraoxacalix[2]arene[2]triazine derivatives 11 and 13

  功能化的二烷氧基取代的四氧杂四环[2]芳烃[2]三嗪大环化合物6可以通过片段偶联方法轻松合成，使用3,5-二羟基-4-烷氧基苯甲酸甲酯和氰尿酰氯在非常温和的条件下作为起始原料。AlCl 3介导的脱羧和脱苄基反应提供了较低边缘的二羟基取代的四氧杂lix [2]芳烃[2]三嗪衍生物11和13丰产。尽管二烷氧基取代的四氧杂碳六烯[2]芳烃[2]三嗪大环在NMR光谱学时程中呈溶液状态，但它们采用对称或略微扭曲的1,3-交替构型，其桥连氧原子与三嗪环共轭。二羟基四氧杂acalix [2]芳烃[2]三嗪13 b根据扩散NMR光谱学研究，在溶液中提供了单体和二聚体的混合物，由于形成了分子间氢键网络，它采用了1,3-交替构象并形成了固态的环状四聚体组装体。这种二羟基化的大环主体分子是带有V形裂口的氢键供体大环，可与2,2'-联吡啶，4,4'-联吡啶和1,10-菲咯啉来宾相互作用。尽管在溶液中它们形成了相应的1：1配合物，其结合常数在37
• Dendritic Chelated Compounds, Methods for Making the Same and Pharmaceutical Compositions Containing the Same
  申请人：Felder-Flesch Delphine

  公开号：US20100104512A1

  公开（公告）日：2010-04-29

  The invention relates to dendritic chelated compounds, to methods for producing the same and to pharmaceutical compositions containing the same. The dendritic chelated complexes of the present invention have the following formula (I): [[MC]E n -[D] m —X 1p1 X 2p2 X 3p3 X 4p4 ] z − z B + (I), where m is a magnetic or scintigraphic marker, C is a chelating agent of the marker M, E is a spacer, n=0 or 1, D is compound capable of forming a dendritic structure, m is an integer equal to 1 or 2 or 4, X 1 is a group increasing the complex lipophily, p1 is an integer from 0 to 12, X 2 is a group increasing the complex specificity for a particular organ, p2 is an integer equal to 1 or 2 or 4, X 3 is a group having a therapeutic activity, p3 is an integer equal to 0, 1, 2 or 4, X 4 is a CH 3 group, p4 is an integer from 0 to 12, B is a counter-ion, z is an integer equal to 0, 1, 2, 3 or 4. The invention can be used in the field of pharmacy, more precisely in medical imaging.