2-(2-溴-4-异丙氧基-5-甲氧基苯基)乙醇 | 1260522-82-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-(2-溴-4-异丙氧基-5-甲氧基苯基)乙醇
• 英文名称: 2-(2-bromo-4-isopropoxy-5-methoxyphenyl)ethanol
• 英文别名: 2-(2-Bromo-5-methoxy-4-propan-2-yloxyphenyl)ethanol
• CAS: 1260522-82-4
• 化学式: C₁₂H₁₇BrO₃
• 分子量: 289.169
• InChiKey: DMWOHWQCLKSASI-UHFFFAOYSA-N

物化性质

• 沸点：
  356.2±37.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-溴-4-异丙氧基-5-甲氧基苯基)乙醇 在 吡啶 、 咪唑 、 titanium(IV) isopropylate 、 盐酸 、 lithium aluminium tetrahydride 、 正丁基锂 、 水 、 三氯化硼 、 sodium hydride 、 potassium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 mineral oil 为溶剂， 反应 25.0h， 生成 左旋千金藤啶碱
  参考文献：
  名称：

  Total Synthesis of (S)-(-)-Stepholidine Using (S)-tert-Butanesulfinylimine

  摘要：

  A new synthetic strategy of (S)-()-stepholidine, a promising antipsychotic drug candidate, is described. Nucleophilic addition of a laterally lithiated nitrile to a (5)-tert-butanesulfinylimine was used as the key step, which was complished in 94 % de and the main isomer was isolated in 52% yield. (S)-(-)-St epholidine was prepared after another 5 steps, with an overall yield of 18.3% and > 98% ee.

  DOI：

  10.3987/com-10-12056
• 作为产物：
  描述：

  2-(4-异丙氧基-3-甲氧基苯基)乙醇 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以98%的产率得到2-(2-溴-4-异丙氧基-5-甲氧基苯基)乙醇
  参考文献：
  名称：

  Total Synthesis of (S)-(-)-Stepholidine Using (S)-tert-Butanesulfinylimine

  摘要：

  A new synthetic strategy of (S)-()-stepholidine, a promising antipsychotic drug candidate, is described. Nucleophilic addition of a laterally lithiated nitrile to a (5)-tert-butanesulfinylimine was used as the key step, which was complished in 94 % de and the main isomer was isolated in 52% yield. (S)-(-)-St epholidine was prepared after another 5 steps, with an overall yield of 18.3% and > 98% ee.

  DOI：

  10.3987/com-10-12056

文献信息

• Total Synthesis of (S)-(-)-Stepholidine Using (S)-tert-Butanesulfinylimine
  作者：Yushe Yang、Liqiang Fu、Chenyu Ling

  DOI：10.3987/com-10-12056

  日期：——

  A new synthetic strategy of (S)-()-stepholidine, a promising antipsychotic drug candidate, is described. Nucleophilic addition of a laterally lithiated nitrile to a (5)-tert-butanesulfinylimine was used as the key step, which was complished in 94 % de and the main isomer was isolated in 52% yield. (S)-(-)-St epholidine was prepared after another 5 steps, with an overall yield of 18.3% and > 98% ee.