tert-butyl 7-(2-(trimethylsilyl)ethynyl)-1H-indole-1-carboxylate | 1159414-15-9

• 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: tert-butyl 7-(2-(trimethylsilyl)ethynyl)-1H-indole-1-carboxylate
• 英文别名: Tert-butyl 7-(2-trimethylsilylethynyl)indole-1-carboxylate
• CAS: 1159414-15-9
• 化学式: C₁₈H₂₃NO₂Si
• 分子量: 313.472
• InChiKey: SKKWUQYNQSIKJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl 7-(2-(trimethylsilyl)ethynyl)-1H-indole-1-carboxylate 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以0.15 g的产率得到7-ethynyl-1H-indole
  参考文献：
  名称：

  One-pot access to l-5,6-dihalotryptophans and l-alknyltryptophans using tryptophan synthase

  摘要：

  We report, for the first time, the use of tryptophan synthase in the generation of L-dihalotryptophans and L-alkynyltryptophans. These previously unpublished compounds will be useful tools in the generation of probes for chemical biology, in biosynthetic diversification and as convenient building blocks for synthesis. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2016.02.016
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.5h， 生成 tert-butyl 7-(2-(trimethylsilyl)ethynyl)-1H-indole-1-carboxylate
  参考文献：
  名称：

  One-pot access to l-5,6-dihalotryptophans and l-alknyltryptophans using tryptophan synthase

  摘要：

  We report, for the first time, the use of tryptophan synthase in the generation of L-dihalotryptophans and L-alkynyltryptophans. These previously unpublished compounds will be useful tools in the generation of probes for chemical biology, in biosynthetic diversification and as convenient building blocks for synthesis. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2016.02.016

文献信息

• Diels−Alder Reactions of Cyclopentadienones with Aryl Alkynes To Form Biaryl Compounds
  作者：Anthony J. Pearson、Yan Zhou

  DOI：10.1021/jo900559n

  日期：2009.6.5

  Diels-Alder reactions of cyclopentadienones, to afford substituted biaryls, were studied using an expanded substrate base. Electron-withdrawing groups on the aryl alkyne dienophile facilitated the reaction, and these substrates gave better yields than those with electron-donating substituents. Steric effects were also found to be important, and o,o'-dimethylphenylacetylene gave much poorer yield of biaryl product.
• One-pot access to l-5,6-dihalotryptophans and l-alknyltryptophans using tryptophan synthase
  作者：Michael J. Corr、Duncan R.M. Smith、Rebecca J.M. Goss

  DOI：10.1016/j.tet.2016.02.016

  日期：2016.11

  We report, for the first time, the use of tryptophan synthase in the generation of L-dihalotryptophans and L-alkynyltryptophans. These previously unpublished compounds will be useful tools in the generation of probes for chemical biology, in biosynthetic diversification and as convenient building blocks for synthesis. (C) 2016 Published by Elsevier Ltd.