1-(4,4-dimethyl-2-oxazolin-2-yl)-1-phenyl-2-(piperidin-1-yl)-ethanol | 1194064-81-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(4,4-dimethyl-2-oxazolin-2-yl)-1-phenyl-2-(piperidin-1-yl)-ethanol
• CAS: 1194064-81-7
• 化学式: C₁₈H₂₆N₂O₂
• 分子量: 302.417
• InChiKey: SGBOVCVTDLNWKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  45.06
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(4,4-dimethyl-2-oxazolin-2-yl)-1-phenyl-2-(piperidin-1-yl)-ethanol 在 silica gel 作用下， 以 氯仿 为溶剂， 以98%的产率得到2-hydroxy-N-(1-hydroxymethyl-1-methylethyl)-2-phenyl-3-(piperidin-1-yl)propanamide
  参考文献：
  名称：

  Terminal oxazolinyloxiranes: synthesis, reaction with amines and regioselective β-lithiation

  摘要：

  The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH(2)OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective beta-deprotonation, has been investigated. (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2009.08.040
• 作为产物：
  描述：

  哌啶 、 2-(4,4-dimethyl-2-oxazolin-2-yl)-2-phenyloxirane 以 乙醇 为溶剂， 反应 24.0h， 以98%的产率得到1-(4,4-dimethyl-2-oxazolin-2-yl)-1-phenyl-2-(piperidin-1-yl)-ethanol
  参考文献：
  名称：

  Terminal oxazolinyloxiranes: synthesis, reaction with amines and regioselective β-lithiation

  摘要：

  The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH(2)OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective beta-deprotonation, has been investigated. (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2009.08.040

文献信息

• Terminal oxazolinyloxiranes: synthesis, reaction with amines and regioselective β-lithiation
  作者：Leonardo Degennaro、Vito Capriati、Claudia Carlucci、Saverio Florio、Renzo Luisi、Irene Nuzzo、Corrado Cuocci

  DOI：10.1016/j.tet.2009.08.040

  日期：2009.10

  The synthesis of terminal oxazolinyloxiranes, even in enantioenriched form, has been performed by Darzens-type reaction of lithiated chloroalkyloxazolines with benzotriazolylmethanol (BtCH(2)OH) or by chloromethylation of 2-acyl-2-oxazolines. The synthetic utility of such oxiranes based on their ability to act either as electrophiles, undergoing ring-opening reactions with nucleophiles, or as nucleophiles in form of the oxiranyl anions, generated by stereoselective beta-deprotonation, has been investigated. (C) 2009 Elsevier Ltd. All rights reserved