2-allyl-2,4-dimethoxyethoxymethyloxyphenol | 312608-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-allyl-2,4-dimethoxyethoxymethyloxyphenol
• 英文别名: 2,4-Bis(2-methoxyethoxymethoxy)-6-prop-2-enylphenol
• CAS: 312608-08-5
• 化学式: C₁₇H₂₆O₇
• 分子量: 342.389
• InChiKey: WJMRVLVKVAWLKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-allyl-2,4-dimethoxyethoxymethyloxyphenol 在 Lipase Amano PS 、 间氯过氧苯甲酸 作用下， 以 正己烷 、 氯仿 为溶剂， 反应 17.0h， 生成 (-)-(R)-5,7-dimethoxyethoxymethyloxy-2-acetoxymethyl-2,3-dihydrobenzofuran
  参考文献：
  名称：

  Enantioselective acylation of 2-hydroxymethyl-2,3-dihydrobenzofurans catalysed by lipase from Pseudomonas cepacia (Amano PS) and total stereoselective synthesis of (−)-(R)-MEM-protected arthrographol

  摘要：

  Lipase Amano PS catalysed acylation of (+/-)-2-hydroxymethyl-2,3-dihydrobenzofurans using vinyl acetate as the acyl donor in n-hexane gave (-)-(R)-2-acetoxymethyl-2,3-dihydrobenzo and (+)-(S)-2-hydroxymethyl-2,3-dihydrobenzofurans in high enantiomeric excess. (-)-(R)-Acetate 18j is converted to (-)-(R)-MEM-protected arthrographol 22. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(00)00302-5
• 作为产物：
  描述：

  1-allyloxy-2,4-dimethoxyethoxymethyloxybenzene 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以75%的产率得到2-allyl-2,4-dimethoxyethoxymethyloxyphenol
  参考文献：
  名称：

  Enantioselective acylation of 2-hydroxymethyl-2,3-dihydrobenzofurans catalysed by lipase from Pseudomonas cepacia (Amano PS) and total stereoselective synthesis of (−)-(R)-MEM-protected arthrographol

  摘要：

  Lipase Amano PS catalysed acylation of (+/-)-2-hydroxymethyl-2,3-dihydrobenzofurans using vinyl acetate as the acyl donor in n-hexane gave (-)-(R)-2-acetoxymethyl-2,3-dihydrobenzo and (+)-(S)-2-hydroxymethyl-2,3-dihydrobenzofurans in high enantiomeric excess. (-)-(R)-Acetate 18j is converted to (-)-(R)-MEM-protected arthrographol 22. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(00)00302-5

文献信息

• Enantioselective acylation of 2-hydroxymethyl-2,3-dihydrobenzofurans catalysed by lipase from Pseudomonas cepacia (Amano PS) and total stereoselective synthesis of (−)-(R)-MEM-protected arthrographol
  作者：S Ramadas、G.L.David Krupadanam

  DOI：10.1016/s0957-4166(00)00302-5

  日期：2000.8

  Lipase Amano PS catalysed acylation of (+/-)-2-hydroxymethyl-2,3-dihydrobenzofurans using vinyl acetate as the acyl donor in n-hexane gave (-)-(R)-2-acetoxymethyl-2,3-dihydrobenzo and (+)-(S)-2-hydroxymethyl-2,3-dihydrobenzofurans in high enantiomeric excess. (-)-(R)-Acetate 18j is converted to (-)-(R)-MEM-protected arthrographol 22. (C) 2000 Published by Elsevier Science Ltd.