1-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-(1H-indol-3-yl)propan-1-one | 1050443-66-7

• 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: 1-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-(1H-indol-3-yl)propan-1-one
• 英文别名: 1-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-(1H-indol-3-yl)propan-1-one
• CAS: 1050443-66-7
• 化学式: C₂₁H₂₆N₂O₃S
• 分子量: 386.515
• InChiKey: CFJHBMCELCQIPH-XERREHJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲酸 、 1-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-(1H-indol-3-yl)propan-1-one 以78%的产率得到3-[3-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-oxopropyl]indole-1-carbaldehyde
  参考文献：
  名称：

  Aminomethylation of chiral silyl enol ethers: access to β2-homotryptophane and β2-homolysine derivatives

  摘要：

  We describe here the aminomethylation of chiral silyl enol ether derivatives using iminium ion. The choice of judicious precursors with adequate protecting groups for the silylation/aminomethylation step was required to achieve the synthesis of beta(2)-homotryptophane in few steps. The same methodology was used to prepare a beta(2)-homolysine derivative. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.131
• 作为产物：
  描述：

  3-吲哚丙酸 、 sodium salt of (2S)-bornane-2,10-sultam 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 以 乙二醇二甲醚 为溶剂， 以83%的产率得到1-[(1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-(1H-indol-3-yl)propan-1-one
  参考文献：
  名称：

  Aminomethylation of chiral silyl enol ethers: access to β2-homotryptophane and β2-homolysine derivatives

  摘要：

  We describe here the aminomethylation of chiral silyl enol ether derivatives using iminium ion. The choice of judicious precursors with adequate protecting groups for the silylation/aminomethylation step was required to achieve the synthesis of beta(2)-homotryptophane in few steps. The same methodology was used to prepare a beta(2)-homolysine derivative. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.131