1-(4-methoxybenzyloxymethyl)-4-isopropenylbenzene | 1333080-33-3

• 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: 1-(4-methoxybenzyloxymethyl)-4-isopropenylbenzene
• 英文别名: 1-Methoxy-4-[(4-prop-1-en-2-ylphenyl)methoxymethyl]benzene
• CAS: 1333080-33-3
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: UGJQEHGQXIHTQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-methoxybenzyloxymethyl)-4-isopropenylbenzene 在 dimethyl sulfide borane 、 双氧水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 反应 5.25h， 以82%的产率得到2-(4-((4-methoxybenzyloxy)methyl)phenyl)propan-1-ol
  参考文献：
  名称：

  Asymmetric synthesis of the active form of loxoprofen and its analogue

  摘要：

  The asymmetric synthesis of the active form of the antiinflammatory drug loxoprofen has been reported in this article. Enzymatic kinetic resolution/racemization of a substituted homo-benzylic primary alcohol with lipase-PS, asymmetric alkylation of cyclic ketones using either Enders' or Meyers' strategy followed by a stereoselective biocatalytic reduction of carbonyl group are the key reactions employed successfully to achieve the target molecule and one of its analogue. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.019
• 作为产物：
  描述：

  对苯二甲醇 在 草酰氯 、 potassium tert-butylate 、 sodium hydride 、 二甲基亚砜 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 mineral oil 为溶剂， 反应 7.5h， 生成 1-(4-methoxybenzyloxymethyl)-4-isopropenylbenzene
  参考文献：
  名称：

  Asymmetric synthesis of the active form of loxoprofen and its analogue

  摘要：

  The asymmetric synthesis of the active form of the antiinflammatory drug loxoprofen has been reported in this article. Enzymatic kinetic resolution/racemization of a substituted homo-benzylic primary alcohol with lipase-PS, asymmetric alkylation of cyclic ketones using either Enders' or Meyers' strategy followed by a stereoselective biocatalytic reduction of carbonyl group are the key reactions employed successfully to achieve the target molecule and one of its analogue. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.06.019

文献信息

• Asymmetric synthesis of the active form of loxoprofen and its analogue
  作者：Rajib Bhuniya、Samik Nanda

  DOI：10.1016/j.tetasy.2011.06.019

  日期：2011.5

  The asymmetric synthesis of the active form of the antiinflammatory drug loxoprofen has been reported in this article. Enzymatic kinetic resolution/racemization of a substituted homo-benzylic primary alcohol with lipase-PS, asymmetric alkylation of cyclic ketones using either Enders' or Meyers' strategy followed by a stereoselective biocatalytic reduction of carbonyl group are the key reactions employed successfully to achieve the target molecule and one of its analogue. (C) 2011 Elsevier Ltd. All rights reserved.