(E)-tert-butyl 2-(aminomethyl)-3-phenylacrylate | 1207103-99-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-tert-butyl 2-(aminomethyl)-3-phenylacrylate
• CAS: 1207103-99-8
• 化学式: C₁₄H₁₉NO₂
• 分子量: 233.31
• InChiKey: KASZPGDVTLKWAG-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  52.32
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-tert-butyl 2-(aminomethyl)-3-phenylacrylate 在 碘 、 potassium carbonate 作用下， 以 氯仿 为溶剂， 反应 0.58h， 以80%的产率得到tert-butyl quinoline-3-carboxylate
  参考文献：
  名称：

  Iodine-Mediated Intramolecular Electrophilic Aromatic Cyclization in Allylamines: A General Route to Synthesis of Quinolines, Pyrazolo[4,3-b]pyridines, and Thieno[3,2-b]pyridines

  摘要：

  An unprecedented synthesis of aromatic ring annulated pyridines from suitably substituted primary allylamines via intramolecular electrophilic aromatic cyclization mediated by molecular iodine under mild conditions is described.

  DOI：

  10.1021/ol303109m
• 作为产物：
  描述：

  tert-butyl 2-(acetoxy(phenyl)methyl)acrylate 在 甲醇 、 氨 作用下， 反应 1.0h， 生成 (E)-tert-butyl 2-(aminomethyl)-3-phenylacrylate
  参考文献：
  名称：

  Iodine-Mediated Intramolecular Electrophilic Aromatic Cyclization in Allylamines: A General Route to Synthesis of Quinolines, Pyrazolo[4,3-b]pyridines, and Thieno[3,2-b]pyridines

  摘要：

  An unprecedented synthesis of aromatic ring annulated pyridines from suitably substituted primary allylamines via intramolecular electrophilic aromatic cyclization mediated by molecular iodine under mild conditions is described.

  DOI：

  10.1021/ol303109m

文献信息

• Isonitriles from the Baylis–Hillman adducts of acrylates: viable precursor to tetrazolo-fused diazepinones via post-Ugi cyclization
  作者：Maloy Nayak、Sanjay Batra

  DOI：10.1016/j.tetlet.2009.11.051

  日期：2010.1

  Stereocontrolled synthesis of substituted isonitriles from the Baylis-Hillman adducts of acrylates has been developed. Ugi reaction of these isonitriles with TMSN3, aliphatic amines, and aldehydes or ketone affords 1-substituted tetrazoles which have been demonstrated to be suitable substrates for producing tetrazolo-fused diazepinones. (C) 2009 Elsevier Ltd. All rights reserved.