7-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylsulfanyl)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester | 616883-24-0

• 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: 7-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylsulfanyl)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
• CAS: 616883-24-0
• 化学式: C₂₁H₂₀N₂O₄S
• 分子量: 396.467
• InChiKey: AJLYMXITGSHGTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  66.92
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3,4,6-三苄氧基-D-葡萄烯糖 、 7-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylsulfanyl)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 在 silica gel 作用下， 55.0 ℃ 、26.66 Pa 条件下， 反应 72.0h， 以18%的产率得到(6aS,7S,8R,9R,10aS)-7,8-Bis-benzyloxy-9-benzyloxymethyl-1,2,6a,8,9,10a-hexahydro-7H-10-oxa-6-thia-10b-aza-aceanthrylene
  参考文献：
  名称：

  An o-Iminothioquinone:  Its Cycloaddition To Produce an Indologlycoside and Its Self-Dimerization To Form a Dithio-Diazocycloctane, the Structure Assignment of Which Is Based on the DFT Prediction of Its IR Spectrum

  摘要：

  An unusual heterodiene, an indolothiono quinone, undergoes cycloaddition with a glycal to form an indole-N-glycoside. A novel dimer of the indolothionoquinone is assigned its structure on the basis of a match between its predicted and observed IR spectrum.

  DOI：

  10.1021/jo034800e
• 作为产物：
  描述：

  phthalimidesulfenyl chloride 、 7-(tributylstannyl)-2,3-dihydroindole-1-carboxylic acid tert-butyl ester 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以94%的产率得到7-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylsulfanyl)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  An o-Iminothioquinone:  Its Cycloaddition To Produce an Indologlycoside and Its Self-Dimerization To Form a Dithio-Diazocycloctane, the Structure Assignment of Which Is Based on the DFT Prediction of Its IR Spectrum

  摘要：

  An unusual heterodiene, an indolothiono quinone, undergoes cycloaddition with a glycal to form an indole-N-glycoside. A novel dimer of the indolothionoquinone is assigned its structure on the basis of a match between its predicted and observed IR spectrum.

  DOI：

  10.1021/jo034800e