(R)-1-(benzofuran-5-yloxy)-3-(isobutylamino)propan-2-ol | 1373162-80-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: (R)-1-(benzofuran-5-yloxy)-3-(isobutylamino)propan-2-ol
• CAS: 1373162-80-1
• 化学式: C₁₅H₂₁NO₃
• 分子量: 263.337
• InChiKey: DCCMEBRPWMCSGR-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  54.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-1-(benzofuran-5-yloxy)-3-(isobutylamino)propan-2-ol 、 3,4-二甲氧基苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以92%的产率得到(R)-N-(3-(benzofuran-5-yloxy)-2-hydroxypropyl)-N-isobutyl-3,4-dimethoxybenzene sulfonamide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel small non-peptidic HIV-1 PIs: The benzothiophene ring as an effective moiety

  摘要：

  Synthesis and biological evaluation of a new series of potential HIV-1 protease inhibitors incorporating different heterocycles are described. The variation of heteroatom in such molecules has displayed totally different biological activities and a benzothiophene containing inhibitor has shown high potency against wild type HIV-1 protease with IC50 = 60 nM, thanks to the lower desolvation penalty to be payed by such hydrophobic moiety. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.046
• 作为产物：
  描述：

  (R)-5-(oxiran-2-ylmethoxy)benzofuran 、 异丁胺 以 异丙醇 为溶剂， 反应 24.0h， 以100%的产率得到(R)-1-(benzofuran-5-yloxy)-3-(isobutylamino)propan-2-ol
  参考文献：
  名称：

  Synthesis and biological evaluation of novel small non-peptidic HIV-1 PIs: The benzothiophene ring as an effective moiety

  摘要：

  Synthesis and biological evaluation of a new series of potential HIV-1 protease inhibitors incorporating different heterocycles are described. The variation of heteroatom in such molecules has displayed totally different biological activities and a benzothiophene containing inhibitor has shown high potency against wild type HIV-1 protease with IC50 = 60 nM, thanks to the lower desolvation penalty to be payed by such hydrophobic moiety. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.046