(4R)-4-Benzyl-3-undecanoyl-1,3-oxazolidin-2-one | 184848-25-7

• 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: (4R)-4-Benzyl-3-undecanoyl-1,3-oxazolidin-2-one
• 英文别名: (4R)-4-benzyl-3-undecanoyl-1,3-oxazolidin-2-one
• CAS: 184848-25-7
• 化学式: C₂₁H₃₁NO₃
• 分子量: 345.482
• InChiKey: UDMOUQMDMBAMSG-LJQANCHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 copper(l) iodide 、 甲基锂 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 乙醚 、 环己烷 为溶剂， 反应 1.17h， 以58%的产率得到(4R)-4-Benzyl-3-undecanoyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Regio-selective reduction of the C–C double bonds in α,β-unsaturated acyl 4-substituted oxazolidin-2-ones and oxazolidine-2-thiones

  摘要：

  Selective saturation of the conjugated C-C double bonds in the title compounds was examined in a systematic way for the first time. Many established protocols effective for similar reduction of alpha,beta-unsaturated ketones and esters in the literature were found to be inapplicable in the present context. The most satisfactory results were finally obtained using the DIBAL-H/MeLi/Cul/HMPA/THF conditions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.038

文献信息

• Regio-selective reduction of the C–C double bonds in α,β-unsaturated acyl 4-substituted oxazolidin-2-ones and oxazolidine-2-thiones
  作者：Shao-Gang Li、Jian-Wei Jin、Yikang Wu

  DOI：10.1016/j.tet.2011.11.038

  日期：2012.1

  Selective saturation of the conjugated C-C double bonds in the title compounds was examined in a systematic way for the first time. Many established protocols effective for similar reduction of alpha,beta-unsaturated ketones and esters in the literature were found to be inapplicable in the present context. The most satisfactory results were finally obtained using the DIBAL-H/MeLi/Cul/HMPA/THF conditions. (C) 2011 Elsevier Ltd. All rights reserved.