2-Bromoethoxyimino-(diethylamino)-oxidoazanium | 143706-21-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-Bromoethoxyimino-(diethylamino)-oxidoazanium
• 英文别名: 2-bromoethoxyimino-(diethylamino)-oxidoazanium
• CAS: 143706-21-2
• 化学式: C₆H₁₄BrN₃O₂
• 分子量: 240.1
• InChiKey: OJEIHTKZPUWDAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  53.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Bromoethoxyimino-(diethylamino)-oxidoazanium 、 2,8,9-三甲基-2,5,8,9-四氮杂-1-磷双环(3,3,3)十一烷 以 乙腈 为溶剂， 以80%的产率得到Diethylamino-ethenoxyimino-oxidoazanium
  参考文献：
  名称：

  Improved synthesis of V-PYRRO/NO, a liver-selective nitric oxide prodrug, and analogues

  摘要：

  The reported synthesis of O-2-vinyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate(V-PYRRO/NO), a hepatoprotective agent, was cumbersome and limited by a poor overall yield of 4% from sodium 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate (PYRRO/No). We report an improved synthesis of V-PYRRO/NO in two steps with a significantly higher overall yield of 40% from PYRRO/NO. Using this protocol, a number of structural analogues of V-PYRRO/NO were prepared in good yields. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.02.103
• 作为产物：
  描述：

  三氟甲磺酸2-溴-乙酯 、 sodium N,N-(diethylamino)diazen-1-ium-1,2-diolate 在 15-冠醚-5 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到2-Bromoethoxyimino-(diethylamino)-oxidoazanium
  参考文献：
  名称：

  Improved synthesis of V-PYRRO/NO, a liver-selective nitric oxide prodrug, and analogues

  摘要：

  The reported synthesis of O-2-vinyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate(V-PYRRO/NO), a hepatoprotective agent, was cumbersome and limited by a poor overall yield of 4% from sodium 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate (PYRRO/No). We report an improved synthesis of V-PYRRO/NO in two steps with a significantly higher overall yield of 40% from PYRRO/NO. Using this protocol, a number of structural analogues of V-PYRRO/NO were prepared in good yields. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.02.103

文献信息

• Improved synthesis of V-PYRRO/NO, a liver-selective nitric oxide prodrug, and analogues
  作者：Sam Y. Hong、Joseph E. Saavedra、Larry K. Keefer、Harinath Chakrapani

  DOI：10.1016/j.tetlet.2009.02.103

  日期：2009.5

  The reported synthesis of O-2-vinyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate(V-PYRRO/NO), a hepatoprotective agent, was cumbersome and limited by a poor overall yield of 4% from sodium 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate (PYRRO/No). We report an improved synthesis of V-PYRRO/NO in two steps with a significantly higher overall yield of 40% from PYRRO/NO. Using this protocol, a number of structural analogues of V-PYRRO/NO were prepared in good yields. Published by Elsevier Ltd.