(2R,3S)-3-(1-tert-Butyl-siletan-1-yloxy)-2,N,N-trimethyl-3-phenyl-propionamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S)-3-(1-tert-Butyl-siletan-1-yloxy)-2,N,N-trimethyl-3-phenyl-propionamide
• 英文别名: (2R,3S)-3-(1-tert-butylsiletan-1-yl)oxy-N,N,2-trimethyl-3-phenylpropanamide
• 化学式: C₁₉H₃₁NO₂Si
• 分子量: 333.546
• InChiKey: AMKZHEOWHMCLAK-WBVHZDCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 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：

  1-tert-Butyl-1-chlorosilacyclobutane 以 氘代氯仿 为溶剂， 生成 (2R,3S)-3-(1-tert-Butyl-siletan-1-yloxy)-2,N,N-trimethyl-3-phenyl-propionamide
  参考文献：
  名称：

  The chemistry of enoxysilacyclobutanes: highly selective, uncatalyzed aldol additions

  摘要：

  O-(Silacyclobutyl)ketene acetals derived from esters, thiol esters, and amides reacted with a variety of aldehydes at room temperature without the need for catalysts. The O,O-ketene acetal of E-configuration reacted rapidly to afford the syn aldol products with high diastereoselectivity (93/7-99/1).

  DOI：

  10.1021/jo00057a002

文献信息

• The chemistry of enoxysilacyclobutanes: highly selective, uncatalyzed aldol additions
  作者：Scott E. Denmark、Brian D. Griedel、Diane M. Coe

  DOI：10.1021/jo00057a002

  日期：1993.2

  O-(Silacyclobutyl)ketene acetals derived from esters, thiol esters, and amides reacted with a variety of aldehydes at room temperature without the need for catalysts. The O,O-ketene acetal of E-configuration reacted rapidly to afford the syn aldol products with high diastereoselectivity (93/7-99/1).