1-[(E)-2-(3,4-二羟基苯基)乙烯基]胍 | 107585-47-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 1-[(E)-2-(3,4-二羟基苯基)乙烯基]胍
• 英文名称: tubastrine
• 英文别名: 2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]guanidine
• CAS: 107585-47-7
• 化学式: C₉H₁₁N₃O₂
• 分子量: 193.205
• InChiKey: QASQNKBXRDUNSE-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  105
• 氢给体数：
  4
• 氢受体数：
  3

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  1-[(E)-2-(3,4-二羟基苯基)乙烯基]胍 在 palladium on activated charcoal 氢气 作用下， 生成 1-(3,4-dihydroxyphenethyl)guanidine
  参考文献：
  名称：

  Tubastrine, a New Guanidinostyrene from the CoralTubastrea aurea

  摘要：

  Tubastrine 是作为 Tubastrea aurea 珊瑚中的一种抗病毒成分分离出来的，其结构为 β-（氨基亚氨基甲基）氨基-3,4-二羟基苯乙烯。

  DOI：

  10.1246/cl.1987.127
• 作为产物：
  描述：

  TRANS-咖啡酸 在 potassium phosphate 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 lithium acetate 、 四丁基氟化铵 、 三乙胺 、 三氟乙酸 、 N,N'-二甲基乙二胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 21.99h， 生成 1-[(E)-2-(3,4-二羟基苯基)乙烯基]胍
  参考文献：
  名称：

  Total synthesis of tubastrine and 3-dehydroxy tubastrine by microwave-assisted cross-coupling reactions

  摘要：

  The first syntheses of tubastrine and 3-dehydroxy tubastrine are described. The target compounds were prepared in four consecutive steps from commercially available starting materials. The central scaffold was formed by a microwave-assisted C-N cross-coupling reaction between 1,3-bis(tert-butoxycarbonyl)-guanidine and (E)-((4-(2-iodovinyl)-1,2-phenylene)bis(oxy))bis(tert-butyldimethylsilane) and (E)-tertbutyl(4-(2-iodovinyl)phenoxy)-dimethylsilane, respectively. The aryl vinyl iodides were obtained by a Hunsdiecker-Borodin-type reaction of aryl acrylic acids, which were easily available from trans-caffeic acid or trans-p-coumaric acid. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.09.003

文献信息

• HIGA, TATSUO;SAKAI, RYUICHI
  作者：HIGA, TATSUO、SAKAI, RYUICHI

  DOI：——

  日期：——
• Total synthesis of tubastrine and 3-dehydroxy tubastrine by microwave-assisted cross-coupling reactions
  作者：Marianne Lorentzen、Annette Bayer、Magne O. Sydnes、Kåre B. Jørgensen

  DOI：10.1016/j.tet.2015.09.003

  日期：2015.10

  The first syntheses of tubastrine and 3-dehydroxy tubastrine are described. The target compounds were prepared in four consecutive steps from commercially available starting materials. The central scaffold was formed by a microwave-assisted C-N cross-coupling reaction between 1,3-bis(tert-butoxycarbonyl)-guanidine and (E)-((4-(2-iodovinyl)-1,2-phenylene)bis(oxy))bis(tert-butyldimethylsilane) and (E)-tertbutyl(4-(2-iodovinyl)phenoxy)-dimethylsilane, respectively. The aryl vinyl iodides were obtained by a Hunsdiecker-Borodin-type reaction of aryl acrylic acids, which were easily available from trans-caffeic acid or trans-p-coumaric acid. (C) 2015 Elsevier Ltd. All rights reserved.
• Tubastrine, a New Guanidinostyrene from the Coral<i>Tubastrea aurea</i>
  作者：Ryuichi Sakai、Tatsuo Higa

  DOI：10.1246/cl.1987.127

  日期：1987.1.5

  Tubastrine has been isolated as an antiviral constituent of the coral Tubastrea aurea, and its structure was shown to β-(aminoiminomethyl)amino-3,4-dihydroxystyrene.

  Tubastrine 是作为 Tubastrea aurea 珊瑚中的一种抗病毒成分分离出来的，其结构为 β-（氨基亚氨基甲基）氨基-3,4-二羟基苯乙烯。