1-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-3-(5'-trifluoromethyl-2'H-pyrazol-3'-yl)indole | 1207878-17-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-3-(5'-trifluoromethyl-2'H-pyrazol-3'-yl)indole
• 英文别名: [(2S,3S,4R,5R,6R)-4,5-diacetyloxy-2-methyl-6-[3-[5-(trifluoromethyl)-1H-pyrazol-3-yl]indol-1-yl]oxan-3-yl] acetate
• CAS: 1207878-17-8
• 化学式: C₂₄H₂₄F₃N₃O₇
• 分子量: 523.466
• InChiKey: SCRYSVHHDJDLCB-DVEKVZTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-3-(5'-trifluoromethyl-2'H-pyrazol-3'-yl)indole 在 甲醇 、 potassium tert-butylate 作用下， 以77%的产率得到1-(α-L-rhamnopyranosyl)-3-(5'-trifluoromethyl-2'H-pyrazol-3'-yl)indole
  参考文献：
  名称：

  Synthesis of Trifluoromethylated 3-(3-Pyrazolyl)indole-N-glycosides and their Cytotoxic Activity against Human Keratinocytes (HaCaT)

  摘要：

  The first 3-(3-pyrazolyl)indole-N-glycosides were prepared starting from indole-Nglycosides by conversion with 4-ethoxy-1,1,1-trifluorobut-3-en-2-one and following cyclization with hydrazine. The cytotoxic activity of the products against human keratinocytes (HaCaT) was studied.

  DOI：

  10.1080/07328300903337743
• 作为产物：
  描述：

  在 对甲苯磺酸 、 一水合肼 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 zinc(II) chloride 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 34.33h， 生成 1-(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyl)-3-(5'-trifluoromethyl-2'H-pyrazol-3'-yl)indole
  参考文献：
  名称：

  Synthesis of Trifluoromethylated 3-(3-Pyrazolyl)indole-N-glycosides and their Cytotoxic Activity against Human Keratinocytes (HaCaT)

  摘要：

  The first 3-(3-pyrazolyl)indole-N-glycosides were prepared starting from indole-Nglycosides by conversion with 4-ethoxy-1,1,1-trifluorobut-3-en-2-one and following cyclization with hydrazine. The cytotoxic activity of the products against human keratinocytes (HaCaT) was studied.

  DOI：

  10.1080/07328300903337743