[4-[(1S)-1-(propylcarbamoyloxy)prop-2-enyl]phenyl] N-propylcarbamate | 1224046-68-7

• 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: [4-[(1S)-1-(propylcarbamoyloxy)prop-2-enyl]phenyl] N-propylcarbamate
• CAS: 1224046-68-7
• 化学式: C₁₇H₂₄N₂O₄
• 分子量: 320.389
• InChiKey: MXHKCVWRAHNJFK-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-((S)-1-Hydroxy-allyl)-phenol 、 异氰酸丙酯 在 copper(l) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到[4-[(1S)-1-(propylcarbamoyloxy)prop-2-enyl]phenyl] N-propylcarbamate
  参考文献：
  名称：

  Halogenated analogs of 1′-acetoxychavicol acetate, Rev-export inhibitor from Alpinia galanga, designed from mechanism of action

  摘要：

  In the course of search for the robust analogs of 1'-acetoxychavicol acetate (ACA, 1), the Rev-export inhibitor from the medicinal plant Alpinia galanga, we clarified formation of the quinone methide intermediate ii to be essential for exerting the inhibitory activity of 1. Based on this mechanism of action, the rational design from the MO calculation of the conclusive activation energy to ii resulted in the four halogenated analogs with more potent activity than ACA (1). In particular, the difluoroanalog 20d exhibited approximately four-fold potent activity as compared with 1. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.070

文献信息

• Halogenated analogs of 1′-acetoxychavicol acetate, Rev-export inhibitor from Alpinia galanga, designed from mechanism of action
  作者：Satoru Tamura、Atsushi Shiomi、Tominori Kimura、Nobutoshi Murakami

  DOI：10.1016/j.bmcl.2010.02.070

  日期：2010.4

  In the course of search for the robust analogs of 1'-acetoxychavicol acetate (ACA, 1), the Rev-export inhibitor from the medicinal plant Alpinia galanga, we clarified formation of the quinone methide intermediate ii to be essential for exerting the inhibitory activity of 1. Based on this mechanism of action, the rational design from the MO calculation of the conclusive activation energy to ii resulted in the four halogenated analogs with more potent activity than ACA (1). In particular, the difluoroanalog 20d exhibited approximately four-fold potent activity as compared with 1. (C) 2010 Elsevier Ltd. All rights reserved.