3-(2-phenoxycarbonylamino-ethyl)-indole-1-carboxylic acid tert-butyl ester | 792909-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(2-phenoxycarbonylamino-ethyl)-indole-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 3-[2-(phenoxycarbonylamino)ethyl]indole-1-carboxylate；tert-butyl 3-[2-(phenoxycarbonylamino)ethyl]indole-1-carboxylate
• CAS: 792909-25-2
• 化学式: C₂₂H₂₄N₂O₄
• 分子量: 380.444
• InChiKey: XOZRSQLAHGDQAT-UHFFFAOYSA-N

物化性质

• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-phenoxycarbonylamino-ethyl)-indole-1-carboxylic acid tert-butyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以83%的产率得到1-Boc-色胺
  参考文献：
  名称：

  Mild and selective deprotection of carbamates with Bu4NF

  摘要：

  A new mild method allowing the removal of carbamates using TBAF in THF is reported. Reactions were performed on indole, indoline, N-methyl aniline, aniline and tryptamine derivatives. The observed selectivity according to the carbamates or the substrates is discussed. A mechanism is postulated. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.07.071
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 phenyl (2-(1H-indol-3-yl)ethyl)carbamate 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以51%的产率得到3-(2-phenoxycarbonylamino-ethyl)-indole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Mild and selective deprotection of carbamates with Bu4NF

  摘要：

  A new mild method allowing the removal of carbamates using TBAF in THF is reported. Reactions were performed on indole, indoline, N-methyl aniline, aniline and tryptamine derivatives. The observed selectivity according to the carbamates or the substrates is discussed. A mechanism is postulated. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2004.07.071

文献信息

• Mild and selective deprotection of carbamates with Bu4NF
  作者：Ulrich Jacquemard、Valérie Bénéteau、Myriam Lefoix、Sylvain Routier、Jean-Yves Mérour、Gérard Coudert

  DOI：10.1016/j.tet.2004.07.071

  日期：2004.10

  A new mild method allowing the removal of carbamates using TBAF in THF is reported. Reactions were performed on indole, indoline, N-methyl aniline, aniline and tryptamine derivatives. The observed selectivity according to the carbamates or the substrates is discussed. A mechanism is postulated. (C) 2004 Published by Elsevier Ltd.