N-(1-((diphenyl)(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)silyl)ethyl)acetamide | 1384451-93-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N-(1-((diphenyl)(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)silyl)ethyl)acetamide
• 英文别名: N-[1-[3-(oxan-2-yloxy)propyl-diphenylsilyl]ethyl]acetamide
• CAS: 1384451-93-7
• 化学式: C₂₄H₃₃NO₃Si
• 分子量: 411.616
• InChiKey: YBKCPORPKPDXBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-乙烯基乙酰胺 、 (diphenyl)(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)silane 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78%的产率得到N-(1-((diphenyl)(3-((tetrahydro-2H-pyran-2-yl)oxy)propyl)silyl)ethyl)acetamide
  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