3-[1,3-Benzodioxol-5-yl(hydroxy)methyl]-4-(3-hydroxyphenyl)-7-methoxy-3,4-dihydrochromen-2-one | 1240093-62-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 高异黄酮
• 英文名称: 3-[1,3-Benzodioxol-5-yl(hydroxy)methyl]-4-(3-hydroxyphenyl)-7-methoxy-3,4-dihydrochromen-2-one
• CAS: 1240093-62-2
• 化学式: C₂₄H₂₀O₇
• 分子量: 420.419
• InChiKey: GCBZCUPRORQKHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  胡椒醛 、 苯乙酸甲酯 在 N,N-二异丙基乙胺 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以90%的产率得到3-[1,3-Benzodioxol-5-yl(hydroxy)methyl]-4-(3-hydroxyphenyl)-7-methoxy-3,4-dihydrochromen-2-one
  参考文献：
  名称：

  A simple and scalable procedure for TiCl4-promoted aldol reaction

  摘要：

  TiCl4-promoted aldol reaction was carried out by adding TiCl4 to a solution of the aldol reaction substrates and (i-Pr)(2)NEt (DIPEA) in CH2Cl2. Compared to the conventional order of addition (sequentially adding TiCl4, DIPEA, and piperonal to the lactone 2 in CH2Cl2), this simplified procedure, gave a much cleaner reaction that could be executed on large scale and without cryogenic cooling. However this procedure provided no stereoselectivity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.037

文献信息

• A simple and scalable procedure for TiCl4-promoted aldol reaction
  作者：Qiaogong Su、Jeffery L. Wood

  DOI：10.1016/j.tetlet.2010.06.037

  日期：2010.8

  TiCl4-promoted aldol reaction was carried out by adding TiCl4 to a solution of the aldol reaction substrates and (i-Pr)(2)NEt (DIPEA) in CH2Cl2. Compared to the conventional order of addition (sequentially adding TiCl4, DIPEA, and piperonal to the lactone 2 in CH2Cl2), this simplified procedure, gave a much cleaner reaction that could be executed on large scale and without cryogenic cooling. However this procedure provided no stereoselectivity. (C) 2010 Elsevier Ltd. All rights reserved.