N'-[1-(4-Fluoro-phenyl)-eth-(Z)-ylidene]-hydrazinecarboxylic acid methyl ester | 112382-27-1

• 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-Fluoro-phenyl)-eth-(Z)-ylidene]-hydrazinecarboxylic acid methyl ester
• 英文别名: N'-[1-(4-fluorophenyl)ethylidene]methoxycarbohydrazide；methyl N-[1-(4-fluorophenyl)ethylideneamino]carbamate
• CAS: 112382-27-1
• 化学式: C₁₀H₁₁FN₂O₂
• 分子量: 210.208
• InChiKey: DOBPWBBOOGXDDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 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：
  4

反应信息

• 作为反应物：
  描述：

  N'-[1-(4-Fluoro-phenyl)-eth-(Z)-ylidene]-hydrazinecarboxylic acid methyl ester 、 水杨酸甲酯 在 lithium diisopropyl amide 作用下， 生成 2-(4-Fluorophenyl)pyrazolo[1,5-c][1,3]benzoxazin-5-one
  参考文献：
  名称：

  Huff, Ann M.; Beam, Charles F., Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1343 - 1346

  摘要：

  DOI：
• 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-Fluoro-phenyl)-eth-(Z)-ylidene]-hydrazinecarboxylic acid methyl ester
  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

• Duncan, Dean C.; Trumbo, Todd A.; Almquist, Catharine D., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 555 - 560
  作者：Duncan, Dean C.、Trumbo, Todd A.、Almquist, Catharine D.、Lentz, Teresa A.、Beam, Charles F.

  DOI：——

  日期：——
• Huff, Ann M.; Beam, Charles F., Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1343 - 1346
  作者：Huff, Ann M.、Beam, Charles F.

  DOI：——

  日期：——
• 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.