(1s,2R,3r,4S)-3-((tert-butyldimethylsilyl)oxy)-2,4-bis(1-tosyl-1H-indol-3-yl)-1-(3-tosylureido)cyclobutane-1-carboxamide | 1571067-44-1

• 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: (1s,2R,3r,4S)-3-((tert-butyldimethylsilyl)oxy)-2,4-bis(1-tosyl-1H-indol-3-yl)-1-(3-tosylureido)cyclobutane-1-carboxamide
• CAS: 1571067-44-1
• 化学式: C₄₉H₅₃N₅O₉S₃Si
• 分子量: 980.271
• InChiKey: XFIFASOIXPDCRV-KQWSGMLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.18
• 重原子数：
  67.0
• 可旋转键数：
  12.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  205.73
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  伯吉斯试剂 、 (1s,2R,3r,4S)-3-((tert-butyldimethylsilyl)oxy)-2,4-bis(1-tosyl-1H-indol-3-yl)-1-(3-tosylureido)cyclobutane-1-carboxamide 以 二氯甲烷 为溶剂， 反应 2.0h， 以8.2 mg的产率得到N-(2-((tert-butyldimethylsilyl)oxy)-6-oxo-1,3-bis(1-tosyl-1Hindol-3-yl)-5,7-diazaspiro[3.4]octan-8-ylidene)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Applications of C–H Functionalization Logic to Cyclobutane Synthesis

  摘要：

  The application of C-H functionalization logic to target-oriented synthesis provides an exciting new venue for the development of new and useful strategies in organic chemistry. In this article, C-H functionalization reactions are explored as an alternative approach to access pseudodimeric cyclobutane natural products, such as the dictazole and the piperarborenine families. The use of these strategies in a variety of complex settings highlights the subtle geometric, steric, and electronic effects at play in the auxiliary guided C-H fimctionalization of cyclobutanes.

  DOI：

  10.1021/jo4027148
• 作为产物：
  描述：

  1-amino-3-((tert-butyldimethylsilyl)oxy)-2,4-bis(1-tosyl-1Hindol-3-yl)cyclobutane-1-carbonitrile 在 Parkin's catalyst 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 24.5h， 生成 (1s,2R,3r,4S)-3-((tert-butyldimethylsilyl)oxy)-2,4-bis(1-tosyl-1H-indol-3-yl)-1-(3-tosylureido)cyclobutane-1-carboxamide
  参考文献：
  名称：

  Applications of C–H Functionalization Logic to Cyclobutane Synthesis

  摘要：

  The application of C-H functionalization logic to target-oriented synthesis provides an exciting new venue for the development of new and useful strategies in organic chemistry. In this article, C-H functionalization reactions are explored as an alternative approach to access pseudodimeric cyclobutane natural products, such as the dictazole and the piperarborenine families. The use of these strategies in a variety of complex settings highlights the subtle geometric, steric, and electronic effects at play in the auxiliary guided C-H fimctionalization of cyclobutanes.

  DOI：

  10.1021/jo4027148