(E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone | 143813-32-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone
• 英文别名: (3E)-4-(1,3-benzodioxole-5-carbonyl)-3-[(3,4-dimethoxyphenyl)methylidene]oxolan-2-one
• CAS: 143813-32-5
• 化学式: C₂₁H₁₈O₇
• 分子量: 382.37
• InChiKey: NKKSQNLYEGIMTI-VGOFMYFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  Benzo[1,3]dioxol-5-yl-(tert-butyl-dimethyl-silanyloxy)-acetonitrile 在 吡啶 、 四丁基氟化铵 、 sodium methylate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 18.5h， 生成 (E)-2-(3,4-Dimethoxybenzylidene)-3-<3,4-(methylenedioxy)benzoyl>butyrolactone
  参考文献：
  名称：

  Stereocontrolled Syntheses of Diequatorial and Axial-Equatorial Furofuran Lignans

  摘要：

  Methyl piperitol, a representative example of the diequatorial furofuran lignan, was synthesized in a good overall yield based on a highly stereocontrolled conjugate addition-aldol reaction. Fargesin, a representative example of the axial-equatorial furofuran lignans, was also synthesized in a good overall yield based on a new method for inversion of the stereochemistry at C-4 of 5a.

  DOI：

  10.1021/jo00110a016

文献信息

• A new stereocontrolled synthesis of axial-equatorial furofuran lignans having two different aryl groups: A synthesis of Fargesin
  作者：Tsuyoshi Ogiku、Shin-ichi Yoshida、Masami Takahashi、Tooru Kuroda、Hiroshi Ohmizu、Tameo Iwasaki

  DOI：10.1016/s0040-4039(00)60114-4

  日期：1992.7

  Fargesin, a representative example of the axial-equatorial furofuran lignans, was synthesized in a good overall yield based on a new method for inversion of the stereochemistry at C-4 of1.

  Fargesin是轴-赤道呋喃呋喃木脂素的代表实例，是基于一种新的方法将C-4为1的立体化学进行了合成，以较高的总收率合成了Fargesin 。
• Stereocontrolled Syntheses of Diequatorial and Axial-Equatorial Furofuran Lignans
  作者：Tsuyoshi Ogiku、Shin-ichi Yoshida、Hiroshi Ohmizu、Tameo Iwasaki

  DOI：10.1021/jo00110a016

  日期：1995.3

  Methyl piperitol, a representative example of the diequatorial furofuran lignan, was synthesized in a good overall yield based on a highly stereocontrolled conjugate addition-aldol reaction. Fargesin, a representative example of the axial-equatorial furofuran lignans, was also synthesized in a good overall yield based on a new method for inversion of the stereochemistry at C-4 of 5a.