[(E)-3-quinolin-3-ylprop-2-enyl] N,N-dicyclohexylcarbamate | 630112-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [(E)-3-quinolin-3-ylprop-2-enyl] N,N-dicyclohexylcarbamate
• CAS: 630112-09-3
• 化学式: C₂₅H₃₂N₂O₂
• 分子量: 392.541
• InChiKey: OAHKCXSHFTXCMP-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(E)-3-quinolin-3-ylprop-2-enyl] N,N-dicyclohexylcarbamate 、 2',4''-O-bis(benzoyl)erythromycin A 9-O-benzoyloxime 在 tris(dibenzylideneacetone)dipalladium (0) 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 为溶剂， 以36%的产率得到
  参考文献：
  名称：

  Allylation of Erythromycin Derivatives:  Introduction of Allyl Substituents into Highly Hindered Alcohols

  摘要：

  Functionalized erythromycin 9-oxime derivatives are 6-O-allylated under mild conditions using substituted allyl tert-butyl carbonates under palladium(0) catalysis. This allylation works well where traditional ether-forming protocols function poorly. Allyl tert-butyl carbonates provide higher yields in this reaction than lesser substituted carbonates such as ethyl or isopropyl. Aryl-substituted allyl carbonates or carbamates may be employed as well and, when used, produce trans-olefinic products.

  DOI：

  10.1021/jo034883z
• 作为产物：
  描述：

  3-(3-quinolinyl)-2-propyn-1-ol 在 potassium tert-butylate 、 红铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 8.25h， 生成 [(E)-3-quinolin-3-ylprop-2-enyl] N,N-dicyclohexylcarbamate
  参考文献：
  名称：

  Allylation of Erythromycin Derivatives:  Introduction of Allyl Substituents into Highly Hindered Alcohols

  摘要：

  Functionalized erythromycin 9-oxime derivatives are 6-O-allylated under mild conditions using substituted allyl tert-butyl carbonates under palladium(0) catalysis. This allylation works well where traditional ether-forming protocols function poorly. Allyl tert-butyl carbonates provide higher yields in this reaction than lesser substituted carbonates such as ethyl or isopropyl. Aryl-substituted allyl carbonates or carbamates may be employed as well and, when used, produce trans-olefinic products.

  DOI：

  10.1021/jo034883z

文献信息

• Allylation of Erythromycin Derivatives:  Introduction of Allyl Substituents into Highly Hindered Alcohols
  作者：Eric J. Stoner、Matthew J. Peterson、Michael S. Allen、John A. DeMattei、Anthony R. Haight、M. Robert Leanna、Subhash R. Patel、Daniel J. Plata、Ramiya H. Premchandran、Michael Rasmussen

  DOI：10.1021/jo034883z

  日期：2003.11.1

  Functionalized erythromycin 9-oxime derivatives are 6-O-allylated under mild conditions using substituted allyl tert-butyl carbonates under palladium(0) catalysis. This allylation works well where traditional ether-forming protocols function poorly. Allyl tert-butyl carbonates provide higher yields in this reaction than lesser substituted carbonates such as ethyl or isopropyl. Aryl-substituted allyl carbonates or carbamates may be employed as well and, when used, produce trans-olefinic products.