(αR,3aR,9bR)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-7-methoxy-8-methyl-1,3a,4,9b-tetrahydro-3H-isoxazolo[4,3-c]quinoline | 950508-56-2

• 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: (αR,3aR,9bR)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-7-methoxy-8-methyl-1,3a,4,9b-tetrahydro-3H-isoxazolo[4,3-c]quinoline
• CAS: 950508-56-2
• 化学式: C₂₃H₂₈N₂O₅
• 分子量: 412.486
• InChiKey: ILISZFZLJADZTP-RBDMOPTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.47
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (αR,3aR,9bR)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-7-methoxy-8-methyl-1,3a,4,9b-tetrahydro-3H-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(3R,4R)-4-amino-1-carbethoxy-3-hydroxymethyl-7-methoxy-6-methyl-1,2,3,4-tetrahydroquinoline
  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：

  (3-methoxy-4-methyl)benzoyl azide 在 sodium hydride 、 magnesium sulfate 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 121.0h， 生成 (αR,3aR,9bR)-5-carbethoxy-1-(1-phenyl-2-hydroxyethyl)-7-methoxy-8-methyl-1,3a,4,9b-tetrahydro-3H-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