tert-butyl N-[(5-ethylfuran-2-yl)(phenyl)methyl]carbamate | 1373935-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl N-[(5-ethylfuran-2-yl)(phenyl)methyl]carbamate
• 英文别名: tert-butyl N-[(5-ethylfuran-2-yl)-phenylmethyl]carbamate
• CAS: 1373935-63-7
• 化学式: C₁₈H₂₃NO₃
• 分子量: 301.386
• InChiKey: RADOTFSYEMDMJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙基呋喃 、 氨基甲酸叔丁酯 、 苯甲醛 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以73%的产率得到tert-butyl N-[(5-ethylfuran-2-yl)(phenyl)methyl]carbamate
  参考文献：
  名称：

  Bi(OTf)₃-Catalyzed One-Step Catalytic Synthesis of N-Boc or N-Cbz Protected α-Branched Amines

  摘要：

  In this paper, N-Boc and N-Cbz protected alpha-branched amines are synthesized directly from commercially available aromatic/heteroaromatic compounds, aldehydes, and tert-butyl or benzyl carbamate bearing a variety of substituents. Bismuth(III) triflate is found to be a highly effective catalyst for this one-pot, three-component coupling reaction. In addition, the use of mild reaction conditions, low catalytic loading, easy removal of the N-protective group, and one-step synthesis under open-flask are advantages of the present procedure.

  DOI：

  10.1021/jo502540k

文献信息

• Iodine-catalyzed, one-pot, three-component aza-Friedel–Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations
  作者：Jaray Jaratjaroonphong、Suppachai Krajangsri、Vichai Reutrakul

  DOI：10.1016/j.tetlet.2012.03.024

  日期：2012.5

  Iodine is shown to be an efficient catalyst for a one-step, three-component aza-Friedel-Crafts reaction of activated arenes or heteroarenes with benzyl or tert-butyl carbamates in combination with a wide variety of aldehydes in toluene under 'open-flask' and mild conditions. In the presence of 5 mol % of iodine in toluene at room temperature, the reaction gives the corresponding N-CBz or N-Boc protected a-branched amines, selectively, in good to excellent yields. (C) 2012 Published by Elsevier Ltd.
• Bi(OTf)₃-Catalyzed One-Step Catalytic Synthesis of <i>N</i>-Boc or <i>N</i>-Cbz Protected α-Branched Amines
  作者：Jaray Jaratjaroonphong、Surisa Tuengpanya、Sureeporn Ruengsangtongkul

  DOI：10.1021/jo502540k

  日期：2015.1.2

  In this paper, N-Boc and N-Cbz protected alpha-branched amines are synthesized directly from commercially available aromatic/heteroaromatic compounds, aldehydes, and tert-butyl or benzyl carbamate bearing a variety of substituents. Bismuth(III) triflate is found to be a highly effective catalyst for this one-pot, three-component coupling reaction. In addition, the use of mild reaction conditions, low catalytic loading, easy removal of the N-protective group, and one-step synthesis under open-flask are advantages of the present procedure.