3-(1-(methyldiphenylsilyl)propyl)oxazolidin-2-one | 1384451-82-4

• 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: 3-(1-(methyldiphenylsilyl)propyl)oxazolidin-2-one
• 英文别名: 3-[1-[Methyl(diphenyl)silyl]propyl]-1,3-oxazolidin-2-one
• CAS: 1384451-82-4
• 化学式: C₁₉H₂₃NO₂Si
• 分子量: 325.483
• InChiKey: PSNDFEVSEMPMGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (Z)-3-(prop-1-en-1-yl)oxazolidin-2-one 、 二苯甲基硅烷 在 亚磷酸三苯酯 、 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.0h， 以37%的产率得到3-(1-(methyldiphenylsilyl)propyl)oxazolidin-2-one
  参考文献：
  名称：

  Regioselective Rh(I)-Catalyzed Sequential Hydrosilylation toward the Assembly of Silicon-Based Peptidomimetic Analogues

  摘要：

  A highly regioselective Rh(I)-catalyzed hydrosilylation of enamides is presented. This mild protocol allows access to a wide variety of different arylsilanes with substitution at the beta-position of the enamide and functionalization on the alkyl chain tethered to the silane. This protocol is extended to include a sequential one-pot hydrosilylation. Using diphenylsilane as the appendage point, hydrosilylation of a protected allyl alcohol followed by hydrosilylation of an enamide generates a complex organosilane in one step. This highly convergent strategy to synthesize these functionalized systems now provides a way for the rapid assembly of a diverse collection of silane-based peptidomimetic analogues.

  DOI：

  10.1021/jo300904z