(3-methoxy-4-methyl)benzoyl azide | 950508-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3-methoxy-4-methyl)benzoyl azide
• 英文别名: 3-Methoxy-4-methylbenzoyl azide
• CAS: 950508-44-8
• 化学式: C₉H₉N₃O₂
• 分子量: 191.189
• InChiKey: UCKDXFAFIQIBAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3-methoxy-4-methyl)benzoyl azide 在 palladium dihydroxide 氢气 、 sodium hydride 、 magnesium sulfate 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 145.0h， 生成 (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-甲氧基-4-甲基苯甲酸 在 氯化亚砜 、 sodium azide 作用下， 以 氯仿 、 二氯甲烷 、 水 为溶剂， 以89%的产率得到(3-methoxy-4-methyl)benzoyl azide
  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

文献信息

• Synthesis of enantiopure 4-amino-3-hydroxymethyl-tetrahydroquinolines via an intramolecular nitrone cycloaddition
  作者：Gianluigi Broggini、Francesco Colombo、Ivan De Marchi、Simona Galli、Michela Martinelli、Gaetano Zecchi

  DOI：10.1016/j.tetasy.2007.06.004

  日期：2007.7

  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.