N'-[1-(4-bromophenyl)ethylidene]methoxycarbohydrazide | 337924-75-1

• 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: N'-[1-(4-bromophenyl)ethylidene]methoxycarbohydrazide
• 英文别名: methyl N-[1-(4-bromophenyl)ethylideneamino]carbamate
• CAS: 337924-75-1
• 化学式: C₁₀H₁₁BrN₂O₂
• 分子量: 271.114
• InChiKey: ISWMQBRXADLWKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N'-[1-(4-bromophenyl)ethylidene]methoxycarbohydrazide 、 亚磷酸三乙酯 以 甲苯 为溶剂， 反应 2.0h， 生成 diethyl (2-(4-bromophenyl)-2-oxoethyl)phosphonate
  参考文献：
  名称：

  Synthetic Entry into 1-Phosphono-3-azabicyclo[3.1.0]hexanes

  摘要：

  3-Azabicyclo[3.1.0]hex-2-en-1-yl phosphonates were prepared in a five-step reaction route from beta-ketophosphonates. The key steps in this sequence are an atom-transfer radical cyclization and an unforeseen lithium halogen exchange with n-BuLi. The cyclization reaction proceeds with excellent diastereoselectivity. The resulting cyclic imines were reduced, and 3-azabicyclo[3.1.0]hexan-1-yl phosphonates were obtained.

  DOI：

  10.1021/jo401185u
• 作为产物：
  描述：

  肼基甲酸甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 以 甲苯 为溶剂， 反应 5.0h， 生成 N'-[1-(4-bromophenyl)ethylidene]methoxycarbohydrazide
  参考文献：
  名称：

  Synthetic Entry into 1-Phosphono-3-azabicyclo[3.1.0]hexanes

  摘要：

  3-Azabicyclo[3.1.0]hex-2-en-1-yl phosphonates were prepared in a five-step reaction route from beta-ketophosphonates. The key steps in this sequence are an atom-transfer radical cyclization and an unforeseen lithium halogen exchange with n-BuLi. The cyclization reaction proceeds with excellent diastereoselectivity. The resulting cyclic imines were reduced, and 3-azabicyclo[3.1.0]hexan-1-yl phosphonates were obtained.

  DOI：

  10.1021/jo401185u

文献信息

• Synthetic Entry into 1-Phosphono-3-azabicyclo[3.1.0]hexanes
  作者：Wouter Debrouwer、Thomas S. A. Heugebaert、Kristof Van Hecke、Christian V. Stevens

  DOI：10.1021/jo401185u

  日期：2013.9.6

  3-Azabicyclo[3.1.0]hex-2-en-1-yl phosphonates were prepared in a five-step reaction route from beta-ketophosphonates. The key steps in this sequence are an atom-transfer radical cyclization and an unforeseen lithium halogen exchange with n-BuLi. The cyclization reaction proceeds with excellent diastereoselectivity. The resulting cyclic imines were reduced, and 3-azabicyclo[3.1.0]hexan-1-yl phosphonates were obtained.