benzyl 2-(2-hydroxy-5-methoxyphenyl)acetate | 1191257-37-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: benzyl 2-(2-hydroxy-5-methoxyphenyl)acetate
• CAS: 1191257-37-0
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: ROJVUSRHKKJQAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  benzyl 2-(2-hydroxy-5-methoxyphenyl)acetate 、 1,3-diphenylprop-2-ynyl methyl carbonate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,1'-bis(diphenylphosphino)ferrocene 作用下， 以 二甲基亚砜 为溶剂， 以88%的产率得到(3SR,4RS,Z)-benzyl 2-benzylidene-6-methoxy-3-phenylchroman-4-carboxylate
  参考文献：
  名称：

  Stereoselective Construction of Substituted Chromans by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 2-(2-Hydroxyphenyl)acetates

  摘要：

  Highly substituted chromans have been constructed in a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.

  DOI：

  10.1021/ol901964z
• 作为产物：
  描述：

  benzyl 2-[2-(tert-butyldimethylsilyloxy)-5-methoxyphenyl]acetate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以91%的产率得到benzyl 2-(2-hydroxy-5-methoxyphenyl)acetate
  参考文献：
  名称：

  Stereoselective Construction of Substituted Chromans by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 2-(2-Hydroxyphenyl)acetates

  摘要：

  Highly substituted chromans have been constructed in a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.

  DOI：

  10.1021/ol901964z