5-n-butyl-1,2,4-trimethoxybenzene | 392286-93-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-n-butyl-1,2,4-trimethoxybenzene
• 英文别名: 1-Butyl-2,4,5-trimethoxybenzene
• CAS: 392286-93-0
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: PIMZKODJXFLZOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-n-butyl-1,2,4-trimethoxybenzene 在 silica gel 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 以54%的产率得到trans-4-(2′,4′,5′-trimethoxyphenyl)but-3-ene
  参考文献：
  名称：

  Ultrasound-assisted convenient synthesis of hypolipidemic active natural methoxylated (E)-arylalkenes and arylalkanones

  摘要：

  An ultrasound-assisted convenient method was developed for the conversion of toxic methoxylated cis-isomer of arylalkenes into its hypolipidemic active trans-isomer. Treatment of cis-isomer or mixture of all three isomers (1a-1j) with ammonium formate and 10% Pd/C gave arylalkanes (2a-2j), which upon oxidation with DDQ in anhydrous dioxane containing a little amount of silica gel, provided (E)-arylalkenes (3a-3g) in 42-72% yield depending upon the substituents attached at the aryl ring. The same method, upon addition of a few drops of water, provided hypolipidemic active arylalkanones (3h-3j) in 59-65% yield. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.071
• 作为产物：
  描述：

  1-(2,4,5-trimethoxyphenyl)-1-butanone 在 盐酸 、 汞 、 锌 作用下， 以 乙醇 为溶剂， 以89%的产率得到5-n-butyl-1,2,4-trimethoxybenzene
  参考文献：
  名称：

  Cruz, Adriana; Garduno, Leticia; Salazar, Maria, Medicinal Chemistry Research, 2001, vol. 10, # 9, p. 587 - 595

  摘要：

  DOI：

文献信息

• Ultrasound-assisted convenient synthesis of hypolipidemic active natural methoxylated (E)-arylalkenes and arylalkanones
  作者：Bhupendra P. Joshi、Anuj Sharma、Arun K. Sinha

  DOI：10.1016/j.tet.2005.01.071

  日期：2005.3

  An ultrasound-assisted convenient method was developed for the conversion of toxic methoxylated cis-isomer of arylalkenes into its hypolipidemic active trans-isomer. Treatment of cis-isomer or mixture of all three isomers (1a-1j) with ammonium formate and 10% Pd/C gave arylalkanes (2a-2j), which upon oxidation with DDQ in anhydrous dioxane containing a little amount of silica gel, provided (E)-arylalkenes (3a-3g) in 42-72% yield depending upon the substituents attached at the aryl ring. The same method, upon addition of a few drops of water, provided hypolipidemic active arylalkanones (3h-3j) in 59-65% yield. (c) 2005 Elsevier Ltd. All rights reserved.
• Cruz, Adriana; Garduno, Leticia; Salazar, Maria, Medicinal Chemistry Research, 2001, vol. 10, # 9, p. 587 - 595
  作者：Cruz, Adriana、Garduno, Leticia、Salazar, Maria、Martinez, Elizdath、Diaz, Francisco、Chamorro, German、Tamariz, Joaquin

  DOI：——

  日期：——