2-((4-fluorophenyl)(piperidin-1-yl)methyl)-3-methoxyphenol | 1353895-10-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-((4-fluorophenyl)(piperidin-1-yl)methyl)-3-methoxyphenol
• 英文别名: 2-[(4-Fluorophenyl)-piperidin-1-ylmethyl]-5-methoxyphenol
• CAS: 1353895-10-9
• 化学式: C₁₉H₂₂FNO₂
• 分子量: 315.388
• InChiKey: ZMYHQSBUBZDVGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  哌啶 、 2-羟基-4-甲氧基苯甲醛 、 4-氟苯硼酸 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到2-((4-fluorophenyl)(piperidin-1-yl)methyl)-3-methoxyphenol
  参考文献：
  名称：

  Acceleration of Petasis Reactions of Salicylaldehyde Derivatives with Molecular Sieves

  摘要：

  Mild reaction conditions for Petasis reactions of substituted salicylaldehydes with various amines and arylboronic acids in the presence of molecular sieves were developed. Molecular sieves (MS) significantly accelerated the reaction rates and drove the reactions to high conversions. The conditions were applied to the synthesis of the core structure of BIIB042, a gamma-secretase modulator, without stereochernical erosion of a stereogenic center in the salicylaldehyde intermediate.

  DOI：

  10.1021/jo202117u

文献信息

• Acceleration of Petasis Reactions of Salicylaldehyde Derivatives with Molecular Sieves
  作者：Xianglin Shi、Dominique Hebrault、Michael Humora、William F. Kiesman、Hairuo Peng、Tina Talreja、Zezhou Wang、Zhili Xin

  DOI：10.1021/jo202117u

  日期：2012.1.20

  Mild reaction conditions for Petasis reactions of substituted salicylaldehydes with various amines and arylboronic acids in the presence of molecular sieves were developed. Molecular sieves (MS) significantly accelerated the reaction rates and drove the reactions to high conversions. The conditions were applied to the synthesis of the core structure of BIIB042, a gamma-secretase modulator, without stereochernical erosion of a stereogenic center in the salicylaldehyde intermediate.