methyl 5-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2-methoxyfuran-3-carboxylate | 1190202-44-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: methyl 5-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2-methoxyfuran-3-carboxylate
• CAS: 1190202-44-8
• 化学式: C₁₇H₁₇NO₆
• 分子量: 331.325
• InChiKey: MTEDWUORPGHEKA-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  78.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  bis(methoxycarbonyl)(phenyliodinio)methanide 、 (R)-4-benzyl-3-ethynyloxazolidin-2-one 在 dirhodium tetraacetate 作用下， 以 二氯甲烷 为溶剂， 以44%的产率得到methyl 5-[(4R)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2-methoxyfuran-3-carboxylate
  参考文献：
  名称：

  Highly Substituted 2-Amido-furans From Rh(II)-Catalyzed Cyclopropenations of Ynamides

  摘要：

  Rh(II)-catalyzed cyclopropenations of ynamides are described. Although an actual amido-cyclopropene intermediate may not be involved, these reactions provide a facile entry to highly substituted 2-amido-turans, thereby formerly constituting a [3 + 2] cycloaddition. An application of these de novo 2-amido-turans in N-tethered intramolecular [4 + 2] cycloadditions is also illustrated, leading to dihydroindoles and tetrahydroquinolines.

  DOI：

  10.1021/ol901860b

文献信息

• Highly Substituted 2-Amido-furans From Rh(II)-Catalyzed Cyclopropenations of Ynamides
  作者：Hongyan Li、Richard P. Hsung

  DOI：10.1021/ol901860b

  日期：2009.10.1

  Rh(II)-catalyzed cyclopropenations of ynamides are described. Although an actual amido-cyclopropene intermediate may not be involved, these reactions provide a facile entry to highly substituted 2-amido-turans, thereby formerly constituting a [3 + 2] cycloaddition. An application of these de novo 2-amido-turans in N-tethered intramolecular [4 + 2] cycloadditions is also illustrated, leading to dihydroindoles and tetrahydroquinolines.