1,1'-(methylenebis(2,4,6-trimethoxy-3-(3-methylbut-2-en-1-yl)-5,1-phenylene))diethanone | 1426683-94-4

• 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: 1,1'-(methylenebis(2,4,6-trimethoxy-3-(3-methylbut-2-en-1-yl)-5,1-phenylene))diethanone
• 英文别名: 1-[3-[[3-Acetyl-2,4,6-trimethoxy-5-(3-methylbut-2-enyl)phenyl]methyl]-2,4,6-trimethoxy-5-(3-methylbut-2-enyl)phenyl]ethanone；1-[3-[[3-acetyl-2,4,6-trimethoxy-5-(3-methylbut-2-enyl)phenyl]methyl]-2,4,6-trimethoxy-5-(3-methylbut-2-enyl)phenyl]ethanone
• CAS: 1426683-94-4
• 化学式: C₃₃H₄₄O₈
• 分子量: 568.708
• InChiKey: NYEISTPSIFSCMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  bis(2,4,6-trimethoxyphenyl)methane 在 aluminum (III) chloride 、 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 36.33h， 生成 1,1'-(methylenebis(2,4,6-trimethoxy-3-(3-methylbut-2-en-1-yl)-5,1-phenylene))diethanone
  参考文献：
  名称：

  Sc(OTf)₃-Catalyzed Synthesis of Symmetrical Dithioacetals and Bisarylmethanes Using Nitromethane as a Methylene Source

  摘要：

  Use of nitromethane as an electrophilic methylene source for the synthesis of symmetrical dithioacetals and bisarylmethanes has been showcased using Sc(OTf)(3) as a catalyst. The procedure allows straightforward access to the densely functionalized dithioacetals and bisarylmethanes under mild conditions. Additionally, the method has been applied for the synthesis of antimalarial tetramethyl mellotojaponin C and anticancer dimeric phloroglucinol derivative.

  DOI：

  10.1021/acs.orglett.0c01831

文献信息

• Antiproliferative and Antiplasmodial Dimeric Phloroglucinols from <i>Mallotus oppositifolius</i> from the Madagascar Dry Forest
  作者：Liva Harinantenaina、Jessica D. Bowman、Peggy J. Brodie、Carla Slebodnick、Martin W. Callmander、Etienne Rakotobe、Richard Randrianaivo、Vincent E. Rasamison、Alexander Gorka、Paul D. Roepe、Maria B. Cassera、David G. I. Kingston

  DOI：10.1021/np300750q

  日期：2013.3.22

  oppositifolius collected in Madagascar led to the isolation of the two new bioactive dimeric phloroglucinols mallotojaponins B (1) and C (2), together with the known mallotophenone (3). The structures of the new compounds were determined on the basis of spectroscopic evidence, including their 1D- and 2D-NMR spectra, mass spectrometry, and an X-ray crystal structure. Compounds 1 and 2 showed potent antimalarial

  对马达加斯加收集的野桐叶和花序的乙醇提取物进行生物测定指导分级分离，分离出两种新的生物活性二聚间苯三酚 Mallotojaponins B ( 1 ) 和 C ( 2 )，以及已知的 Mallotophenone ( 3 )。新化合物的结构是根据光谱证据确定的，包括一维和二维核磁共振谱、质谱和 X 射线晶体结构。化合物1和2对耐氯喹恶性疟原虫表现出有效的抗疟活性， IC 50值为 0.75 ± 0.30 和 0.14 ± 0.04 μM，而3在此测定中无活性。化合物1 – 3还对 A2780 人卵巢癌细胞系表现出很强的抗增殖活性（IC 50分别为 1.10 ± 0.05、1.3 ± 0.1 和 6.3 ± 0.4 μM）。
• Sc(OTf)₃-Catalyzed Synthesis of Symmetrical Dithioacetals and Bisarylmethanes Using Nitromethane as a Methylene Source
  作者：Dattatraya H. Dethe、Manmohan Shukla、Balu D. Dherange

  DOI：10.1021/acs.orglett.0c01831

  日期：2020.8.7

  Use of nitromethane as an electrophilic methylene source for the synthesis of symmetrical dithioacetals and bisarylmethanes has been showcased using Sc(OTf)(3) as a catalyst. The procedure allows straightforward access to the densely functionalized dithioacetals and bisarylmethanes under mild conditions. Additionally, the method has been applied for the synthesis of antimalarial tetramethyl mellotojaponin C and anticancer dimeric phloroglucinol derivative.