(2RS,3RS)-2-(1-diphenylphosphinoyl-2-methyl-3-phenylaziridin-2-yl)-4,4-dimethyl-4,5-dihydrooxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (2RS,3RS)-2-(1-diphenylphosphinoyl-2-methyl-3-phenylaziridin-2-yl)-4,4-dimethyl-4,5-dihydrooxazole
• 英文别名: 2-[(2S,3S)-1-diphenylphosphoryl-2-methyl-3-phenylaziridin-2-yl]-4,4-dimethyl-5H-1,3-oxazole
• 化学式: C₂₆H₂₇N₂O₂P
• 分子量: 430.486
• InChiKey: BOBHFSRZCOAEHY-KXGYFKBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  41.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2RS,3RS)-2-(1-diphenylphosphinoyl-2-methyl-3-phenylaziridin-2-yl)-4,4-dimethyl-4,5-dihydrooxazole 在 四甲基乙二胺 、 仲丁基锂 、 重水 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 1.5h， 以90%的产率得到2-[(2S,3S)-3-deuterio-1-diphenylphosphoryl-2-methyl-3-phenylaziridin-2-yl]-4,4-dimethyl-5H-1,3-oxazole
  参考文献：
  名称：

  Synthesis and lithiation of oxazolinylaziridines: the N-substituent effect

  摘要：

  The preparation of N-substituted oxazolinylaziridines and their deprotonation to afford the corresponding aziridinyllithiums is described. The chemical and configurational stability of the lithiated species depends on the N-substituent on the aziridine ring. The trapping with carbonyl compounds of (R*,S*) configurated oxazolinylaziridines is an interesting route for the preparation of functionalised alpha,beta-aziridino-gamma-lactones. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.045
• 作为产物：
  描述：

  N-benzylidenediphenylphosphinamide 、 2-(1-chloroethyl)-4,4-dimethyl-2-oxazoline 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以66%的产率得到(2RS,3RS)-2-(1-diphenylphosphinoyl-2-methyl-3-phenylaziridin-2-yl)-4,4-dimethyl-4,5-dihydrooxazole
  参考文献：
  名称：

  Synthesis and lithiation of oxazolinylaziridines: the N-substituent effect

  摘要：

  The preparation of N-substituted oxazolinylaziridines and their deprotonation to afford the corresponding aziridinyllithiums is described. The chemical and configurational stability of the lithiated species depends on the N-substituent on the aziridine ring. The trapping with carbonyl compounds of (R*,S*) configurated oxazolinylaziridines is an interesting route for the preparation of functionalised alpha,beta-aziridino-gamma-lactones. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.045

文献信息

• Synthesis and lithiation of oxazolinylaziridines: the N-substituent effect
  作者：Renzo Luisi、Vito Capriati、Saverio Florio、Peppino Di Cunto、Biagia Musio

  DOI：10.1016/j.tet.2005.01.045

  日期：2005.3

  The preparation of N-substituted oxazolinylaziridines and their deprotonation to afford the corresponding aziridinyllithiums is described. The chemical and configurational stability of the lithiated species depends on the N-substituent on the aziridine ring. The trapping with carbonyl compounds of (R*,S*) configurated oxazolinylaziridines is an interesting route for the preparation of functionalised alpha,beta-aziridino-gamma-lactones. (c) 2005 Elsevier Ltd. All rights reserved.