(S)-3-((R)-2-(((2S,4R)-4-ethyltetrahydro-2-methyl-5-oxofuran-2-yl)methyl)butanoyl)-4-benzyloxazolidin-2-one | 1180517-07-0

• 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: (S)-3-((R)-2-(((2S,4R)-4-ethyltetrahydro-2-methyl-5-oxofuran-2-yl)methyl)butanoyl)-4-benzyloxazolidin-2-one
• 英文别名: (4S)-4-benzyl-3-[(2R)-2-[[(2S,4R)-4-ethyl-2-methyl-5-oxooxolan-2-yl]methyl]butanoyl]-1,3-oxazolidin-2-one
• CAS: 1180517-07-0
• 化学式: C₂₂H₂₉NO₅
• 分子量: 387.476
• InChiKey: FCZVPUNJLJQTLA-QLDGJZPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-3-((R)-2-(((2S,4R)-4-ethyltetrahydro-2-methyl-5-oxofuran-2-yl)methyl)butanoyl)-4-benzyloxazolidin-2-one 在 sodium tetrahydroborate 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以50%的产率得到(3R,5S)-3-ethyldihydro-5-((R)-2-(hydroxymethyl)butyl)-5-methylfuran-2(3H)-one
  参考文献：
  名称：

  Synthesis of Plakortethers F and G

  摘要：

  Synthesis of plakortethers F and G has been performed by taking advantage of the symmetry in the structure. The structures of the prepared compounds have been confirmed by COSY, 1D NOE, and chemical transformation studies. The synthetic plakortether F was found to match the natural product by all physical data. The synthetic plakortether G exhibited several disagreements in C-13 NMR data with the reported values. However, on the basis of an extremely close match in appearance of its H-1 NMR spectrum to the obtained H-1 NMR spectrum of the natural product, as well as matching optical rotations, the two compounds are believed to be identical.

  DOI：

  10.1021/jo901203s
• 作为产物：
  描述：

  (S)-3-((R)-2-(((2S,4R)-4-ethyltetrahydro-2-(iodomethyl)-5-oxofuran-2-yl)methyl)butanoyl)-4-benzyloxazolidin-2-one 在 palladium-on-charcoal 、 氢气 、 sodium acetate 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以93%的产率得到(S)-3-((R)-2-(((2S,4R)-4-ethyltetrahydro-2-methyl-5-oxofuran-2-yl)methyl)butanoyl)-4-benzyloxazolidin-2-one
  参考文献：
  名称：

  Synthesis of Plakortethers F and G

  摘要：

  Synthesis of plakortethers F and G has been performed by taking advantage of the symmetry in the structure. The structures of the prepared compounds have been confirmed by COSY, 1D NOE, and chemical transformation studies. The synthetic plakortether F was found to match the natural product by all physical data. The synthetic plakortether G exhibited several disagreements in C-13 NMR data with the reported values. However, on the basis of an extremely close match in appearance of its H-1 NMR spectrum to the obtained H-1 NMR spectrum of the natural product, as well as matching optical rotations, the two compounds are believed to be identical.

  DOI：

  10.1021/jo901203s

文献信息

• Synthesis of Plakortethers F and G
  作者：Jinu P. John、Joshua Jost、Alexei V. Novikov

  DOI：10.1021/jo901203s

  日期：2009.8.21

  Synthesis of plakortethers F and G has been performed by taking advantage of the symmetry in the structure. The structures of the prepared compounds have been confirmed by COSY, 1D NOE, and chemical transformation studies. The synthetic plakortether F was found to match the natural product by all physical data. The synthetic plakortether G exhibited several disagreements in C-13 NMR data with the reported values. However, on the basis of an extremely close match in appearance of its H-1 NMR spectrum to the obtained H-1 NMR spectrum of the natural product, as well as matching optical rotations, the two compounds are believed to be identical.