2-(4-甲氧基-2,3-二甲基苯基)乙醇 | 1000528-33-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-(4-甲氧基-2,3-二甲基苯基)乙醇
• 英文名称: 2-(4-methoxy-2,3-dimethylphenyl)ethanol
• CAS: 1000528-33-5
• 化学式: C₁₁H₁₆O₂
• mdl: MFCD09926307
• 分子量: 180.247
• InChiKey: BSXXYWDKOZBTCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-甲氧基-2,3-二甲基苯基)乙醇 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-(4-Methoxy-2,3-dimethylphenyl)acetaldehyde
  参考文献：
  名称：

  Enantioselective Total Synthesis of (−)-Walsucochin B

  摘要：

  The first enantioselective total synthesis of the structurally unique nortriterpenoid (-)-walsucochin B has been accomplished through the cationic polyolefin cyclization initiated by chiral epoxide. The core framework and the stereocenters in the natural product were all constructed in this step. A site-selective, late-stage free-radical halogenation and Seyferth-Gilbert homologation was adopted to install the acetylene moiety to synthesize the phenylacetylene. The absolute configuration of walsucochin B was confirmed through enantioselective total synthesis.

  DOI：

  10.1021/ol500553x
• 作为产物：
  描述：

  2,3-二甲基苯甲醚 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 反应 6.5h， 生成 2-(4-甲氧基-2,3-二甲基苯基)乙醇
  参考文献：
  名称：

  Enantioselective Total Synthesis of (−)-Walsucochin B

  摘要：

  The first enantioselective total synthesis of the structurally unique nortriterpenoid (-)-walsucochin B has been accomplished through the cationic polyolefin cyclization initiated by chiral epoxide. The core framework and the stereocenters in the natural product were all constructed in this step. A site-selective, late-stage free-radical halogenation and Seyferth-Gilbert homologation was adopted to install the acetylene moiety to synthesize the phenylacetylene. The absolute configuration of walsucochin B was confirmed through enantioselective total synthesis.

  DOI：

  10.1021/ol500553x

文献信息

• Enantioselective Total Synthesis of (−)-Walsucochin B
  作者：Shiyan Xu、Jixiang Gu、Huilin Li、Donghui Ma、Xingang Xie、Xuegong She

  DOI：10.1021/ol500553x

  日期：2014.4.4

  The first enantioselective total synthesis of the structurally unique nortriterpenoid (-)-walsucochin B has been accomplished through the cationic polyolefin cyclization initiated by chiral epoxide. The core framework and the stereocenters in the natural product were all constructed in this step. A site-selective, late-stage free-radical halogenation and Seyferth-Gilbert homologation was adopted to install the acetylene moiety to synthesize the phenylacetylene. The absolute configuration of walsucochin B was confirmed through enantioselective total synthesis.