(1S)-(-)-1-{2-[(3-methylbut-2-en-1-yl)oxy]5-nitrophenyl}-3-phenylprop-2-yn-1-ol | 1001091-74-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (1S)-(-)-1-{2-[(3-methylbut-2-en-1-yl)oxy]5-nitrophenyl}-3-phenylprop-2-yn-1-ol
• 英文别名: (1S)-1-[2-(3-methylbut-2-enoxy)-5-nitrophenyl]-3-phenylprop-2-yn-1-ol
• CAS: 1001091-74-2
• 化学式: C₂₀H₁₉NO₄
• 分子量: 337.375
• InChiKey: PSZHQSOQEMQOLG-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S)-(-)-1-{2-[(3-methylbut-2-en-1-yl)oxy]5-nitrophenyl}-3-phenylprop-2-yn-1-ol 在 dicobalt octacarbonyl 、 BF₃(OEt)2 、 ammonium cerium(IV) nitrate 作用下， 生成 (3S,4S)-3-(2-fluoropropan-2-yl)-6-nitro-4-(2-phenylethynyl)-3,4-dihydro-2H-chromene
  参考文献：
  名称：

  The synthesis and biological evaluation of a range of novel functionalised benzopyrans as potential potassium channel activators

  摘要：

  A range of novel benzopyrans have been synthesised and biologically evaluated for K-ATP channel activity employing cromakalim 1 as a benchmark K-ATP channel opener. Although the compounds that were evaluated demonstrated a reduced ability to relax phenylephrine stimulated rat thoracic tissue, we provide evidence that benzopyrans 7a-h may be operating via an alternative mechanism than ATP-sensitive K+ channel activity. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2007.11.135
• 作为产物：
  描述：

  5-硝基水杨醛 在 (1S,2R)-(+)-N-methylephedrine 、 zinc trifluoromethanesulfonate 、 potassium carbonate 、 potassium iodide 作用下， 以 三乙胺 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 2.0h， 生成 (1S)-(-)-1-{2-[(3-methylbut-2-en-1-yl)oxy]5-nitrophenyl}-3-phenylprop-2-yn-1-ol
  参考文献：
  名称：

  醛的对映选择性炔基化反应：芳香族取代基对对映选择性的影响

  摘要：

  对直链烷基和取代芳香醛的不对称炔基化反应已经以良好的收率和一系列选择性完成。对于芳香醛，我们观察到炔基化反应的选择性似乎取决于芳香环上的取代基。因此，对于吸电子取代基，产率和对映选择性都非常好。与此相反，给电子基团的存在提供了出色的转化率；然而，这些都伴随着较差的对映选择性。

  DOI：

  10.1055/s-2006-950205

文献信息

• The synthesis and biological evaluation of a range of novel functionalised benzopyrans as potential potassium channel activators
  作者：Elizabeth Tyrrell、Kibur Hunie Tesfa、Iain Greenwood、Alistair Mann

  DOI：10.1016/j.bmcl.2007.11.135

  日期：2008.2

  A range of novel benzopyrans have been synthesised and biologically evaluated for K-ATP channel activity employing cromakalim 1 as a benchmark K-ATP channel opener. Although the compounds that were evaluated demonstrated a reduced ability to relax phenylephrine stimulated rat thoracic tissue, we provide evidence that benzopyrans 7a-h may be operating via an alternative mechanism than ATP-sensitive K+ channel activity. (C) 2008 Published by Elsevier Ltd.
• Enantioselective Alkynylation Reactions to Aldehydes: The Effects of Aromatic Substituents upon the Enantioselectivity
  作者：Elizabeth Tyrrell、Kibur Tesfa、Julien Millet、Christophe Muller

  DOI：10.1055/s-2006-950205

  日期：——

  Asymmetric alkynylation reactions to linear alkyl and substituted aromatic aldehydes have been accomplished in good yields and with a range of selectivities. For aromatic aldehydes we observed that the selectivity of the alkynylation reaction appears to depend upon the substituents on the aromatic ring. Thus with electron-withdrawing substituents both the yield and enantioselectivities were good to

  对直链烷基和取代芳香醛的不对称炔基化反应已经以良好的收率和一系列选择性完成。对于芳香醛，我们观察到炔基化反应的选择性似乎取决于芳香环上的取代基。因此，对于吸电子取代基，产率和对映选择性都非常好。与此相反，给电子基团的存在提供了出色的转化率；然而，这些都伴随着较差的对映选择性。