2-[(1,4-dioxaspiro[4,5]dec-6-en-8-yl)propyl]amine | 1025389-09-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[(1,4-dioxaspiro[4,5]dec-6-en-8-yl)propyl]amine
• 英文别名: 2-(1,4-Dioxaspiro[4.5]dec-6-en-8-yl)propan-2-amine
• CAS: 1025389-09-6
• 化学式: C₁₁H₁₉NO₂
• 分子量: 197.277
• InChiKey: FNBDIUDAORAREV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(1,4-dioxaspiro[4,5]dec-6-en-8-yl)propyl]amine 、 2,2'-dibromo-4-(methoxymethoxy)-5-methyl-1,1'-biphenyl 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 甲苯 为溶剂， 以59%的产率得到9-[2-(1,4-dioxaspiro[4,5]dec-6-en-8-yl)propyl]-2-(methoxymethoxy)-3-methylcarbazole
  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：

  2-(1,4-dioxaspiro[4,5]dec-6-en-8-yl)propan-2-azide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以87%的产率得到2-[(1,4-dioxaspiro[4,5]dec-6-en-8-yl)propyl]amine
  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.