(1'S,5S)-5-tert-butoxycarbonylaminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one | 917824-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (1'S,5S)-5-tert-butoxycarbonylaminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one
• CAS: 917824-22-7
• 化学式: C₁₇H₂₄N₂O₄
• 分子量: 320.389
• InChiKey: PWBWOTYHKFMVQA-JSGCOSHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1'S,5S)-5-tert-butoxycarbonylaminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one 在 正丁基锂 、 氨 、 lithium 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.17h， 生成 3-Oxazolidinecarboxylic acid,5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-2-oxo-, phenylmethylester, (5S)-
  参考文献：
  名称：

  Synthesis of enantiomerically pure (+)- and (−)-protected 5-aminomethyl-1,3-oxazolidin-2-one derivatives from allylamine and carbon dioxide

  摘要：

  The stereoselective synthesis of enantiomerically pure (5R)- and (5S)-aminomethyl-oxazolidinones with different protecting groups have been carried out from an allyl amine as the source of the carbon backbone. The key reaction is the high yield iodiocyclization of enantiomerically pure allylphenethyl amine in the presence of carbon dioxide. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.08.006
• 作为产物：
  描述：

  (1'S^*,5R^*)-3-(1'-phenyleth-1'yl)-5-(iodomethyl)oxazolidin-2-one 在 sodium azide 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (1'S,5S)-5-tert-butoxycarbonylaminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of enantiomerically pure (+)- and (−)-protected 5-aminomethyl-1,3-oxazolidin-2-one derivatives from allylamine and carbon dioxide

  摘要：

  The stereoselective synthesis of enantiomerically pure (5R)- and (5S)-aminomethyl-oxazolidinones with different protecting groups have been carried out from an allyl amine as the source of the carbon backbone. The key reaction is the high yield iodiocyclization of enantiomerically pure allylphenethyl amine in the presence of carbon dioxide. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.08.006

文献信息

• Synthesis of enantiomerically pure (+)- and (−)-protected 5-aminomethyl-1,3-oxazolidin-2-one derivatives from allylamine and carbon dioxide
  作者：Isabelle Fernández、Luis Muñoz

  DOI：10.1016/j.tetasy.2006.08.006

  日期：2006.10

  The stereoselective synthesis of enantiomerically pure (5R)- and (5S)-aminomethyl-oxazolidinones with different protecting groups have been carried out from an allyl amine as the source of the carbon backbone. The key reaction is the high yield iodiocyclization of enantiomerically pure allylphenethyl amine in the presence of carbon dioxide. (c) 2006 Elsevier Ltd. All rights reserved.