meso-3.4-Bis-(4-methoxy-phenyl)-adipinsaeure-dimethylester | 97116-47-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: meso-3.4-Bis-(4-methoxy-phenyl)-adipinsaeure-dimethylester
• 英文别名: racem.-3,4-Di-(p-methoxy-phenyl)-hexandisaeure-(1,6)-dimethylester；meso-3,4-Di-(p-methoxy-phenyl)-hexandisaeure-(1,6)-dimethylester；meso-3.4-bis-(4-methoxy-phenyl)-adipic acid dimethyl ester；dimethyl (3S,4R)-3,4-bis(4-methoxyphenyl)hexanedioate
• CAS: 97116-47-7
• 化学式: C₂₂H₂₆O₆
• 分子量: 386.445
• InChiKey: IGCAIHLXNHWPFM-BGYRXZFFSA-N

物化性质

• 熔点：
  64-65 °C
• 沸点：
  494.1±45.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  meso-3.4-Bis-(4-methoxy-phenyl)-adipinsaeure-dimethylester 在 sodium hydroxide 作用下， 生成 meso-3,4-bis-(4-methoxy-phenyl)-adipic acid
  参考文献：
  名称：

  Cyclic Analogs of Hexestrol in the Chrysene Series

  摘要：

  DOI：

  10.1021/jo50003a006
• 作为产物：
  描述：

  4-甲氧基苯甲醛 在 乙醚 、 aluminium amalgam 、 水 、 sodium 作用下， 生成 meso-3.4-Bis-(4-methoxy-phenyl)-adipinsaeure-dimethylester
  参考文献：
  名称：

  The role of M cells in mucosal immunity

  摘要：

  Mucosa-associated lymphoid tissue in the respiratory and digestive tracts are covered by a specialized epithelium, the follicle-associated epithelium, which includes M cells, which are specialized for the uptake and transcytosis of macromolecules and microorganisms. Following transcytosis, antigens are released to cells of the immune system in lymphoid aggregates beneath the epithelium where antigen processing and presentation and stimulation of specific B and T lymphocytes are achieved. Circulation of the lymphoid cells enables their homing to their original, and other, mucosal sites where they exert the effector function. Such a response may be dominated by secretory immunoglobulin A release and may include cytotoxic T lymphocyte action. Binding of particles to the apical M cell membrane may be nonspecific or due to specific interaction between molecules such as integrins and lectins. Exploiting the specific binding to M cells is an aim for mucosal vaccination, for example to increase the efficiency of uptake of an oral vaccine by its conjugation to an M-cel-specific molecule. Alternatively, an M-cell-specific live vector, such as attenuated Salmonella bacteria, may be used to deliver epitopes of other organisms. Mucosal vaccination efficiency may also be enhanced by a temporary increase in the number of M cells.Therefore, investigation of the properties and ontogeny of M cells must be pursued to allow the development of better mucosal vaccines for the future.

  DOI：

  10.1007/pl00000693

文献信息

• Stereoselective Hydrocoupling of Cinnamic Acid Esters by Electroreduction:  Application to Asymmetric Synthesis of Hydrodimers
  作者：Naoki Kise、Shumei Iitaka、Keisuke Iwasaki、Nasuo Ueda

  DOI：10.1021/jo026183k

  日期：2002.11.1

  The electroreduction of Ar-substituted methyl cinnamates in acetonitrile gave all-trans cyclized hydrodimers stereoselectively (58 approximately 90% de). In all cases, small amounts (<10% yield) of meso hydrodimers were also formed. The electrolysis was performed conveniently using an undivided cell at a constant current. The transition states for the hydrocoupling were calculated with semiempirical

  Ar-取代的肉桂酸甲酯在乙腈中的电还原立体选择性地产生了全反式环化的二聚体（58约为90％de）。在所有情况下，也会形成少量（<10％的收率）内消旋二聚体。电解是使用恒定电压的不分隔电池方便地进行的。用半经验方法计算了水耦合的过渡态。全反式环化的二聚体被转化为C（2）对称的dl-3,4-二芳基己二酸和反式3,4-二芳基环戊烷。由（1R）-（+）-樟脑制备的手性辅助[（1R）-exo] -3-exo-（二苯甲基）冰片，对于通过电还原将肉桂酸酯进行立体选择性加氢偶联非常有效。（3R，4R）-3,4-二芳基己二酸酯和（3R，4R）-3,4-二芳基己烷-1
• Entschwefelung von 3,4-Di-phenyl-thiophen-Verbindungen mit Raney-Nickel
  作者：O. Dann、G. Hauck

  DOI：10.1002/ardp.19602930211

  日期：——
• 340. Experiments on the synthesis of substances related to the sterols. Part IV. Some derivatives of chrysene (contd.)
  作者：H. J. Lewis、G. R. Ramage、Robert Robinson

  DOI：10.1039/jr9350001412

  日期：——
• Cyclic Analogs of Hexestrol in the Chrysene Series
  作者：A. L. Wilds、Reid E. Sutton

  DOI：10.1021/jo50003a006

  日期：1951.9
• New Compounds. cis- and trans-3,4-Bis-(p-methoxyphenyl)-cyclopentanone
  作者：George Mueller、Fleur Bateman

  DOI：10.1021/ja01135a067

  日期：1952.8