2-<(3,4,5-Trimethoxyphenyl)methyl>propane-1,3-diol | 152961-71-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-<(3,4,5-Trimethoxyphenyl)methyl>propane-1,3-diol
• 英文别名: 2-[(3,4,5-trimethoxyphenyl)methyl]propane-1,3-diol
• CAS: 152961-71-2
• 化学式: C₁₃H₂₀O₅
• 分子量: 256.299
• InChiKey: AGWGRRGNFYSABA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  68.15
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-<(3,4,5-Trimethoxyphenyl)methyl>propane-1,3-diol 在 吡啶 、 2,6-二叔丁基-4-甲基苯酚 作用下， 以 二氯甲烷 、 异丙醚 、 水 、 二甲基亚砜 为溶剂， 反应 50.0h， 生成 (R)-3-Cyano-2-<(3,4,5-trimethoxyphenyl)methyl>propyl acetate
  参考文献：
  名称：

  An efficient enantioselective total synthesis of antitumor lignans: synthesis of enantiomerically pure 4-hydroxyalkanenitriles via an enzymic reaction

  摘要：

  Efficient preparation of optically pure 4-hydroxyalkanenitriles, la-f, was achieved via an enzymatic reaction using lipase PS (Pseudomonas sp.). Optically pure (R)-4-hydroxy-3-[[3,4-(methylenedioxy)phenyl]methyl]butanenitrile (1a) was applied to the enantioselective synthesis of three types of antitumor lignans, (-)-hinokinin, (-)-isodeoxypodophyllotoxin, and (+)-isostegane.

  DOI：

  10.1021/jo00073a034
• 作为产物：
  描述：

  2-(3,4,5-trimethyloxy)benzylmalonic acid diethyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 2-<(3,4,5-Trimethoxyphenyl)methyl>propane-1,3-diol
  参考文献：
  名称：

  An efficient enantioselective total synthesis of antitumor lignans: synthesis of enantiomerically pure 4-hydroxyalkanenitriles via an enzymic reaction

  摘要：

  Efficient preparation of optically pure 4-hydroxyalkanenitriles, la-f, was achieved via an enzymatic reaction using lipase PS (Pseudomonas sp.). Optically pure (R)-4-hydroxy-3-[[3,4-(methylenedioxy)phenyl]methyl]butanenitrile (1a) was applied to the enantioselective synthesis of three types of antitumor lignans, (-)-hinokinin, (-)-isodeoxypodophyllotoxin, and (+)-isostegane.

  DOI：

  10.1021/jo00073a034

文献信息

• An efficient enantioselective total synthesis of antitumor lignans: synthesis of enantiomerically pure 4-hydroxyalkanenitriles via an enzymic reaction
  作者：Toshiyuki Itoh、Junichi Chika、Yumiko Takagi、Shigenori Nishiyama

  DOI：10.1021/jo00073a034

  日期：1993.10

  Efficient preparation of optically pure 4-hydroxyalkanenitriles, la-f, was achieved via an enzymatic reaction using lipase PS (Pseudomonas sp.). Optically pure (R)-4-hydroxy-3-[[3,4-(methylenedioxy)phenyl]methyl]butanenitrile (1a) was applied to the enantioselective synthesis of three types of antitumor lignans, (-)-hinokinin, (-)-isodeoxypodophyllotoxin, and (+)-isostegane.