ethyl butyl(cyclopropyl)carbamate | 1339253-40-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl butyl(cyclopropyl)carbamate
• 英文别名: ethyl N-butyl-N-cyclopropylcarbamate
• CAS: 1339253-40-5
• 化学式: C₁₀H₁₉NO₂
• 分子量: 185.266
• InChiKey: RPFBTOKTIJENDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl butyl(cyclopropyl)carbamate 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 42.0h， 以55%的产率得到ethyl butyl(prop-1-en-2-yl)carbamate
  参考文献：
  名称：

  Directing Group Enhanced Carbonylative Ring Expansions of Amino-Substituted Cyclopropanes: Rhodium-Catalyzed Multicomponent Synthesis of N-Heterobicyclic Enones

  摘要：

  Aminocyclopropanes equipped with suitable N-directing groups undergo efficient and regioselective Rh-catalyzed carbonylative C-C bond activation. Trapping of the resultant metallacycles with tethered alkynes provides an atom-economic entry to diverse N-heterobicyclic enones. These studies provide a blueprint for myriad N-heterocyclic methodologies.

  DOI：

  10.1021/ja401936c
• 作为产物：
  描述：

  正溴丁烷 、 N-环丙基氨基甲酸乙酯 在 四丁基硫酸氢铵 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以44%的产率得到ethyl butyl(cyclopropyl)carbamate
  参考文献：
  名称：

  Directing Group Enhanced Carbonylative Ring Expansions of Amino-Substituted Cyclopropanes: Rhodium-Catalyzed Multicomponent Synthesis of N-Heterobicyclic Enones

  摘要：

  Aminocyclopropanes equipped with suitable N-directing groups undergo efficient and regioselective Rh-catalyzed carbonylative C-C bond activation. Trapping of the resultant metallacycles with tethered alkynes provides an atom-economic entry to diverse N-heterobicyclic enones. These studies provide a blueprint for myriad N-heterocyclic methodologies.

  DOI：

  10.1021/ja401936c

文献信息

• Directing Group Enhanced Carbonylative Ring Expansions of Amino-Substituted Cyclopropanes: Rhodium-Catalyzed Multicomponent Synthesis of N-Heterobicyclic Enones
  作者：Megan H. Shaw、Ekaterina Y. Melikhova、Daniel P. Kloer、William G. Whittingham、John F. Bower

  DOI：10.1021/ja401936c

  日期：2013.4.3

  Aminocyclopropanes equipped with suitable N-directing groups undergo efficient and regioselective Rh-catalyzed carbonylative C-C bond activation. Trapping of the resultant metallacycles with tethered alkynes provides an atom-economic entry to diverse N-heterobicyclic enones. These studies provide a blueprint for myriad N-heterocyclic methodologies.

表征谱图