methyl 3-(3'.5'-dihydroxyphenyl)propanoate | 64794-00-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: methyl 3-(3'.5'-dihydroxyphenyl)propanoate
• 英文别名: methyl 3-(3,5-dihydroxyphenyl)propionate；Methyl 3-(3,5-dihydroxyphenyl)propanoate
• CAS: 64794-00-9
• 化学式: C₁₀H₁₂O₄
• 分子量: 196.203
• InChiKey: LYVOWOKWWFLKJT-UHFFFAOYSA-N

物化性质

• 熔点：
  110-112 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  346.7±11.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-(3'.5'-dihydroxyphenyl)propanoate 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 3-{3,5-bis[3-(3,4-bis(dodecyl-1-oxy)phenyl)propyl-1-oxy]phenyl}propan-1-ol
  参考文献：
  名称：

  Synthesis and Retrostructural Analysis of Libraries of AB₃ and Constitutional Isomeric AB₂ Phenylpropyl Ether-Based Supramolecular Dendrimers

  摘要：

  We report the synthesis of methyl esters of 3-(4-hydroxyphenyl)propionic, 3-(3,4-dihydroxyphenyl)propionic, 3-(3,5-dihydroxyphenyl)propionic, and 3-(3,4,5-trihydroxyphenyl)propionic acids and their use in a convergent iterative strategy to prepare up to four generations of three libraries, one of 3,4,5- and two of constitutional isomeric 3,4- and 35-substituted 3-phenylpropyl dendrons. Each library contains 3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propyl-, 3-[3,4-bis(dodecyl-1-oxy)phenyl]propyl-, 3,4-bis[3-(4-dodecyl-1-oxyphenyl)propyl-1-oxy]phenyl-1-propyl-, and 3-13,4,5-tris[3-(4-dodecyl-1-oxyphenyl)propyl-1-oxy]phenyllpropyI ether first-generation clendrons on their periphery and -CO2CH3, -COOH, and -CH2OH groups at their apex. Regardless of their generation number and their periphery, internal, and apex structures, these dendrons self-assemble into supramolecular dendrimers that self-organize into all periodic and quasi-periodic assemblies encountered previously and in several unencountered with architecturally related benzyl ether-based supramolecular dendrimers. A variety of porous columnar lattices that were previously obtained only from clendritic dipepticles and hollow supramolecular spheres were also discovered from these building blocks. The more flexible and less compact 3-phenylpropyl ether repeat units are stable under acidic conditions, facilitate a simpler synthetic strategy, provide faster dynamics of self-assembly into higher-order supramolecular structures of larger dimensions, exhibit lower transition temperatures than the corresponding benzyl ether homologues, and demonstrate the generality of the self-assembly concept based on amphiphilic dendrons.

  DOI：

  10.1021/ja060062a
• 作为产物：
  描述：

  3,5-二羟基苯甲酸甲酯 在 palladium on activated charcoal 吗啉 、 lithium aluminium tetrahydride 、 氢气 、 potassium carbonate 、 对甲苯磺酸 、 溶剂黄146 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 methyl 3-(3'.5'-dihydroxyphenyl)propanoate
  参考文献：
  名称：

  Synthesis and Retrostructural Analysis of Libraries of AB₃ and Constitutional Isomeric AB₂ Phenylpropyl Ether-Based Supramolecular Dendrimers

  摘要：

  We report the synthesis of methyl esters of 3-(4-hydroxyphenyl)propionic, 3-(3,4-dihydroxyphenyl)propionic, 3-(3,5-dihydroxyphenyl)propionic, and 3-(3,4,5-trihydroxyphenyl)propionic acids and their use in a convergent iterative strategy to prepare up to four generations of three libraries, one of 3,4,5- and two of constitutional isomeric 3,4- and 35-substituted 3-phenylpropyl dendrons. Each library contains 3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propyl-, 3-[3,4-bis(dodecyl-1-oxy)phenyl]propyl-, 3,4-bis[3-(4-dodecyl-1-oxyphenyl)propyl-1-oxy]phenyl-1-propyl-, and 3-13,4,5-tris[3-(4-dodecyl-1-oxyphenyl)propyl-1-oxy]phenyllpropyI ether first-generation clendrons on their periphery and -CO2CH3, -COOH, and -CH2OH groups at their apex. Regardless of their generation number and their periphery, internal, and apex structures, these dendrons self-assemble into supramolecular dendrimers that self-organize into all periodic and quasi-periodic assemblies encountered previously and in several unencountered with architecturally related benzyl ether-based supramolecular dendrimers. A variety of porous columnar lattices that were previously obtained only from clendritic dipepticles and hollow supramolecular spheres were also discovered from these building blocks. The more flexible and less compact 3-phenylpropyl ether repeat units are stable under acidic conditions, facilitate a simpler synthetic strategy, provide faster dynamics of self-assembly into higher-order supramolecular structures of larger dimensions, exhibit lower transition temperatures than the corresponding benzyl ether homologues, and demonstrate the generality of the self-assembly concept based on amphiphilic dendrons.

  DOI：

  10.1021/ja060062a

文献信息

• Synthesis of Organometallic Poly(dendrimer)s by Macromonomer Polymerization: Effect of Dendrimer Size and Structural Rigidity on the Polymerization Efficiency
  作者：Siu-Yin Cheung、Hak-Fun Chow、To Ngai、Xiaoling Wei

  DOI：10.1002/chem.200802306

  日期：2009.2.23

  propagation: The copolymerization behavior of a dendritic macromonomer with a metal‐containing linker is controlled by the dendrimer size and its structural rigidity. Structurally more flexible dendritic monomers tend to form more cyclic oligomers than structurally rigid monomers (see figure).

  环化与扩散：树枝状大分子与含金属连接基的共聚行为受树枝状大分子的大小及其结构刚性的控制。结构上较柔性的树枝状单体比结构上刚性的单体倾向于形成更多的环状低聚物（见图）。
• PPAR active compounds
  申请人：Lin Jack

  公开号：US20080249137A1

  公开（公告）日：2008-10-09

  Compounds are described that are active on at least one of PPARα, PPARδ, and PPARγ, which are useful for therapeutic and/or prophylactic methods involving modulation of at least one of PPARα, PPARδ, and PPARγ.

  描述了对至少PPARα、PPARδ和PPARγ中的一个活性的化合物，这些化合物对涉及至少PPARα、PPARδ和PPARγ中的一个的治疗和/或预防方法是有用的。
• PPARACTIVE COMPOUNDS
  申请人：PLEXXIKON, INC.

  公开号：EP1940767A2

  公开（公告）日：2008-07-09
• [EN] PPARACTIVE COMPOUNDS<br/>[FR] COMPOSES ACTIFS SUR LES PPAR
  申请人：PLEXXIKON INC

  公开号：WO2007030567A2

  公开（公告）日：2007-03-15

  [EN] Compounds are described that are active on at least one of PPARa, PPARd, and PPAR?, which are useful for therapeutic and/or prophylactic methods involving modulation of at least one of PPARa, PPARd, and PPAR?.
  [FR] L'invention concerne des composés qui sont actifs sur au moins un parmi PPARa, PPARd, et PPAR?, que l'on utilise dans des procédés thérapeutiques et/ou prophylactiques impliquant la modulation d'au moins un parmi PPARa, PPARd, et PPAR?.
• Synthesis and Retrostructural Analysis of Libraries of AB₃ and Constitutional Isomeric AB₂ Phenylpropyl Ether-Based Supramolecular Dendrimers
  作者：Virgil Percec、Mihai Peterca、Monika J. Sienkowska、Marc A. Ilies、Emad Aqad、Jan Smidrkal、Paul A. Heiney

  DOI：10.1021/ja060062a

  日期：2006.3.1

  We report the synthesis of methyl esters of 3-(4-hydroxyphenyl)propionic, 3-(3,4-dihydroxyphenyl)propionic, 3-(3,5-dihydroxyphenyl)propionic, and 3-(3,4,5-trihydroxyphenyl)propionic acids and their use in a convergent iterative strategy to prepare up to four generations of three libraries, one of 3,4,5- and two of constitutional isomeric 3,4- and 35-substituted 3-phenylpropyl dendrons. Each library contains 3-[3,4,5-tris(dodecyl-1-oxy)phenyl]propyl-, 3-[3,4-bis(dodecyl-1-oxy)phenyl]propyl-, 3,4-bis[3-(4-dodecyl-1-oxyphenyl)propyl-1-oxy]phenyl-1-propyl-, and 3-13,4,5-tris[3-(4-dodecyl-1-oxyphenyl)propyl-1-oxy]phenyllpropyI ether first-generation clendrons on their periphery and -CO2CH3, -COOH, and -CH2OH groups at their apex. Regardless of their generation number and their periphery, internal, and apex structures, these dendrons self-assemble into supramolecular dendrimers that self-organize into all periodic and quasi-periodic assemblies encountered previously and in several unencountered with architecturally related benzyl ether-based supramolecular dendrimers. A variety of porous columnar lattices that were previously obtained only from clendritic dipepticles and hollow supramolecular spheres were also discovered from these building blocks. The more flexible and less compact 3-phenylpropyl ether repeat units are stable under acidic conditions, facilitate a simpler synthetic strategy, provide faster dynamics of self-assembly into higher-order supramolecular structures of larger dimensions, exhibit lower transition temperatures than the corresponding benzyl ether homologues, and demonstrate the generality of the self-assembly concept based on amphiphilic dendrons.