4-(1-azido-1-methylethyl)cyclohex-2-enone | 1025389-39-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(1-azido-1-methylethyl)cyclohex-2-enone
• 英文别名: 4-(2-Azidopropan-2-yl)cyclohex-2-en-1-one
• CAS: 1025389-39-2
• 化学式: C₉H₁₃N₃O
• 分子量: 179.222
• InChiKey: UNWMHDDIMAAUAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-双(三甲基硅氧基)乙烷 、 4-(1-azido-1-methylethyl)cyclohex-2-enone 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到2-(1,4-dioxaspiro[4,5]dec-6-en-8-yl)propan-2-azide
  参考文献：
  名称：

  Total Synthesis of (±)-Murrayazoline

  摘要：

  The total synthesis of (+/-)-murrayazoline (1) is described. The characteristic hexa-heterocyclic structure of 1 was constructed by a combination of the intramolecular Friedel-Crafts-type Michael addition and Pd-catalyzed C-O coupling reactions. The N-substituted carbazole component was synthesized in one pot by the double N-arylation of a sterically hindered amine with a dibromobiphenyl derivative.

  DOI：

  10.1021/ol800602v
• 作为产物：
  描述：

  C₁₂H₂₃N₃OSi 在 palladium diacetate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以28.3 mg的产率得到4-(1-azido-1-methylethyl)cyclohex-2-enone
  参考文献：
  名称：

  Total Synthesis of (±)-Murrayazoline

  摘要：

  The total synthesis of (+/-)-murrayazoline (1) is described. The characteristic hexa-heterocyclic structure of 1 was constructed by a combination of the intramolecular Friedel-Crafts-type Michael addition and Pd-catalyzed C-O coupling reactions. The N-substituted carbazole component was synthesized in one pot by the double N-arylation of a sterically hindered amine with a dibromobiphenyl derivative.

  DOI：

  10.1021/ol800602v

文献信息

• Total Synthesis of (±)-Murrayazoline
  作者：Akiko Ueno、Takafumi Kitawaki、Noritaka Chida

  DOI：10.1021/ol800602v

  日期：2008.5.1

  The total synthesis of (+/-)-murrayazoline (1) is described. The characteristic hexa-heterocyclic structure of 1 was constructed by a combination of the intramolecular Friedel-Crafts-type Michael addition and Pd-catalyzed C-O coupling reactions. The N-substituted carbazole component was synthesized in one pot by the double N-arylation of a sterically hindered amine with a dibromobiphenyl derivative.