(E)-2-(3-thienyl)-1-ethenyl-N,N,N',N'-tetraisopropylphosphonodiamide | 1145788-11-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (E)-2-(3-thienyl)-1-ethenyl-N,N,N',N'-tetraisopropylphosphonodiamide
• 英文别名: N-[[di(propan-2-yl)amino]-oxido-[(E)-2-thiophen-3-ylethenyl]phosphaniumyl]-N-propan-2-ylpropan-2-amine
• CAS: 1145788-11-9
• 化学式: C₁₈H₃₃N₂OPS
• 分子量: 356.513
• InChiKey: JFBJBHLSBHXPNR-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  57.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N,N',N'-tetraisopropyl-P-[(2RS,3RS)-3-(3-thienyl)-2-(trimethylsilyl)oxiran-2-yl]phosphonothioic diamide 在 双(三甲基硅基)过氧化物 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 (E)-2-(3-thienyl)-1-ethenyl-N,N,N',N'-tetraisopropylphosphonodiamide
  参考文献：
  名称：

  A stereoselective synthetic entry to β-substituted α-[(trans)-vinyl] phosphonamides

  摘要：

  alpha-(trans-Vinyl) phosphonamides with different substituents at the beta-position were stereoselectively synthesized in high yields by treatment of beta-substituted alpha-epoxy-alpha-trimethylsilyl phosphines with oxidizing agents. The corresponding phosphonamides were unstable in most cases and underwent reductive elimination affording desilylated vinyl derivatives. In turn, alpha-epoxy phosphines resulted from the [1 + 2] addition of [bis(diisopropylamino)phosphino](trimethylsilyl)carbene 2 to aliphatic, aromatic, and heteroaromatic aldehydes. In this way, a great variety of vinyl Compounds have been efficiently prepared through one-pot procedure. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.074