(1'S,5R)-5-aminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one | 917824-16-9

• 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,5R)-5-aminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one
• 英文别名: (5R)-5-(aminomethyl)-3-[(1S)-1-phenylethyl]-1,3-oxazolidin-2-one
• CAS: 917824-16-9
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: UCWIUCAEEPLGGF-GXSJLCMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1'S,5R)-5-aminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one 、 二碳酸二叔丁酯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以100%的产率得到(1'S,5R)-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
• 作为产物：
  描述：

  (1'S^*,5S^*)-3-(1'-phenyleth-1'yl)-5-(iodomethyl)oxazolidin-2-one 在 sodium azide 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (1'S,5R)-5-aminomethyl-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.