(αR,3aS,10bS)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-1,3a,4,10b-tetrahydro-3H,8H-[1,3]dioxolo[4,5-g]isoxazolo[4,3-c]quinoline | 950508-59-5

• 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: (αR,3aS,10bS)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-1,3a,4,10b-tetrahydro-3H,8H-[1,3]dioxolo[4,5-g]isoxazolo[4,3-c]quinoline
• CAS: 950508-59-5
• 化学式: C₂₂H₂₄N₂O₆
• 分子量: 412.442
• InChiKey: ZDAGRIBUDLNKTI-YWMUFLPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  80.7
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (αR,3aS,10bS)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-1,3a,4,10b-tetrahydro-3H,8H-[1,3]dioxolo[4,5-g]isoxazolo[4,3-c]quinoline 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以74%的产率得到ethyl (7S,8S)-8-amino-7-(hydroxymethyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]quinoline-5-carboxylate
  参考文献：
  名称：

  Synthesis of enantiopure 4-amino-3-hydroxymethyl-tetrahydroquinolines via an intramolecular nitrone cycloaddition

  摘要：

  Enantiopure 4-amiiio-3-hydroxymethyl-1,2,3,4-tetrahydroquinolines are synthesized by using an intramolecular cycloaddition of chiral nitrones prepared from aldehydes 5 and (R)-alpha-(hydroxym ethyl)benzylhydroxylamine. Reaction times of the nitrone cycloaddition were optimized by activation under MW-assisted conditions. The absolute configuration of the products was determined by X-ray analysis. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.06.004
• 作为产物：
  描述：

  5-(N-allyl-N-carbethoxy-amino)-benzo[1,3]dioxole 在 magnesium sulfate 、 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 73.0h， 生成 (αR,3aS,10bS)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-1,3a,4,10b-tetrahydro-3H,8H-[1,3]dioxolo[4,5-g]isoxazolo[4,3-c]quinoline
  参考文献：
  名称：

  Synthesis of enantiopure 4-amino-3-hydroxymethyl-tetrahydroquinolines via an intramolecular nitrone cycloaddition

  摘要：

  Enantiopure 4-amiiio-3-hydroxymethyl-1,2,3,4-tetrahydroquinolines are synthesized by using an intramolecular cycloaddition of chiral nitrones prepared from aldehydes 5 and (R)-alpha-(hydroxym ethyl)benzylhydroxylamine. Reaction times of the nitrone cycloaddition were optimized by activation under MW-assisted conditions. The absolute configuration of the products was determined by X-ray analysis. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.06.004