2,3,-dihydro-2-(1-hydroxyisopropyl)-4,6,8-trimethoxyfuro<2,3-b>quinoline | 68711-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,3,-dihydro-2-(1-hydroxyisopropyl)-4,6,8-trimethoxyfuro<2,3-b>quinoline
• 英文别名: 2-(1-Hydroxy-1-methylethyl)-4,6,8-trimethoxy-2,3-dihydrofuro<2,3-b>chinolin；2-(4,6,8-Trimethoxy-2,3-dihydrofuro[2,3-b]quinolin-2-yl)propan-2-ol
• CAS: 68711-53-5
• 化学式: C₁₇H₂₁NO₅
• 分子量: 319.357
• InChiKey: TYLRTLINVMUDDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3,-dihydro-2-(1-hydroxyisopropyl)-4,6,8-trimethoxyfuro<2,3-b>quinoline 在 氯化亚砜 作用下， 以 吡啶 为溶剂， 反应 13.0h， 生成 O-methylptelefolonium iodide
  参考文献：
  名称：

  Gaston, John L.; Grundon, Michael F.; James, Kevin J., Journal of the Chemical Society. Perkin transactions I, 1980, p. 1136 - 1138

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(1-Hydroxy-1-methylethyl)-4,6,8-trimethoxyfuro<2,3-b>chinolin 在 platinum(IV) oxide 、 rhodium(III) oxide 氢气 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以40%的产率得到2,3,-dihydro-2-(1-hydroxyisopropyl)-4,6,8-trimethoxyfuro<2,3-b>quinoline
  参考文献：
  名称：

  Acetylenchemie, 33. Mitt.: Synthese von 2-substituierten Dihydrofuro[2,3-b]chinolinen

  摘要：

  The reaction of 3-iodo-4-methoxy-2(1H)-quinolinone (1) and 3-iodo-4,6,8-trimethoxy-2(1H)-quinolinone (2) with 2-methyl-3-butyn-2-ol under modified Heck-conditions gave the 2-substituted derivatives 2-(1-hydroxy-1-methylethyl)4-methoxyfuro[2,3-b]-quinoline (3) and 2-(1-hydroxy-1-methylethyl-4,6,8-trimethoxyfuro[2,3-b]-quinoline (4). By a subsequent hydrogenation-reaction with a homogeneous catalyst (PtO2/Rh2O3), the furoquinoline-derivatives yielded the dihytrofuro[2,3-b]quinolines, identified as 2-(1-hydroxy-1-methylethyl-4-methoxy-2,3-dihydrofuro[2,3-b]quinoline (5) (racemic platydesmine) and 2-(1-hydroxy-1-methylethyl)-4,6,8-trimethoxy-2,3-dihydrofuro[2,3-b]quinoline (6) (racemic precursor of O4-methylptelefolonium salt).

  DOI：

  10.1007/bf00818167

文献信息

• Gaston, John L.; Grundon, Michael F., Journal of the Chemical Society. Perkin transactions I, 1980, p. 2294 - 2299
  作者：Gaston, John L.、Grundon, Michael F.

  DOI：——

  日期：——
• Acetylenchemie, 33. Mitt.: Synthese von 2-substituierten Dihydrofuro[2,3-b]chinolinen
  作者：J. Reisch、P. Nordhaus

  DOI：10.1007/bf00818167

  日期：1994.2

  The reaction of 3-iodo-4-methoxy-2(1H)-quinolinone (1) and 3-iodo-4,6,8-trimethoxy-2(1H)-quinolinone (2) with 2-methyl-3-butyn-2-ol under modified Heck-conditions gave the 2-substituted derivatives 2-(1-hydroxy-1-methylethyl)4-methoxyfuro[2,3-b]-quinoline (3) and 2-(1-hydroxy-1-methylethyl-4,6,8-trimethoxyfuro[2,3-b]-quinoline (4). By a subsequent hydrogenation-reaction with a homogeneous catalyst (PtO2/Rh2O3), the furoquinoline-derivatives yielded the dihytrofuro[2,3-b]quinolines, identified as 2-(1-hydroxy-1-methylethyl-4-methoxy-2,3-dihydrofuro[2,3-b]quinoline (5) (racemic platydesmine) and 2-(1-hydroxy-1-methylethyl)-4,6,8-trimethoxy-2,3-dihydrofuro[2,3-b]quinoline (6) (racemic precursor of O4-methylptelefolonium salt).
• Gaston, John L.; Grundon, Michael F.; James, Kevin J., Journal of the Chemical Society. Perkin transactions I, 1980, p. 1136 - 1138
  作者：Gaston, John L.、Grundon, Michael F.、James, Kevin J.

  DOI：——

  日期：——