tert-butyl N-[phenyl(2,4,5-trimethoxyphenyl)methyl]carbamate | 1373935-59-1

• 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-[phenyl(2,4,5-trimethoxyphenyl)methyl]carbamate
• 英文别名: tert-butyl N-[phenyl-(2,4,5-trimethoxyphenyl)methyl]carbamate
• CAS: 1373935-59-1
• 化学式: C₂₁H₂₇NO₅
• 分子量: 373.449
• InChiKey: NKDOPAKDVQFFRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-甲基呋喃 、 tert-butyl N-[phenyl(2,4,5-trimethoxyphenyl)methyl]carbamate 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以69%的产率得到2-methyl-5-[phenyl(2,4,5-trimethoxyphenyl)methyl]furan
  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
• 作为产物：
  描述：

  氨基甲酸叔丁酯 、 1,2,4-三甲氧基苯 、 苯甲醛 在 碘 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以57%的产率得到tert-butyl N-[phenyl(2,4,5-trimethoxyphenyl)methyl]carbamate
  参考文献：
  名称：

  Iodine-catalyzed, one-pot, three-component aza-Friedel–Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2012.03.024

文献信息

• Facile synthesis of nonsymmetrical heteroaryl-substituted triarylmethanes via the FeCl₃·6H₂O-catalyzed two-step Friedel–Crafts-type reaction
  作者：S. Ruengsangtongkul、P. Taprasert、U. Sirion、J. Jaratjaroonphong

  DOI：10.1039/c6ob01638c

  日期：——

  diarylmethyl carbamate with heteroaromatic compounds under “open-flask” at room temperature was also performed. The two-step reaction was especially useful for the synthesis of functionalized nonsymmetrical heteroaryl-substituted triarylmethanes in good yields under an air atmosphere at room temperature.

  报道了FeCl 3 ·6H 2 O催化的三组分氮杂-Friedel-Crafts反应的芳族/杂芳族化合物，芳族醛和氨基甲酸叔丁酯。在室温下，在“开瓶”条件下，随后进行了杂芳族化合物与叔丁基二芳基氨基甲酸叔丁酯的Friedel-Crafts型烷基化反应。两步反应对于在室温下在大气气氛下以高收率合成官能化的不对称杂芳基取代的三芳基甲烷特别有用。