9-t-butyldimethylsilyloxy-1-decanol | 157730-87-5

• 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: 9-t-butyldimethylsilyloxy-1-decanol
• 英文别名: (9S)-9-[tert-butyl(dimethyl)silyl]oxydecan-1-ol
• CAS: 157730-87-5
• 化学式: C₁₆H₃₆O₂Si
• 分子量: 288.546
• InChiKey: AEJXEGQKGXDFTP-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-t-butyldimethylsilyloxy-1-decanol 在 氟化氢吡啶 、 pyridinium chlorochromate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-(+)-9-hydroxydecanoic acid
  参考文献：
  名称：

  Catalytic enantioselective macrolide synthesis II: Use of differential deprotection protocols

  摘要：

  Catalytic enantioselective synthesis of Phorcantholide I has been achieved. Key stereochemistry was introduced using a chiral arene chromium tricarbonyl based catalyst to mediate the addition of dimethyl zinc to a functionalised aldehyde. During the synthesis, a method for the Selective deprotection of the trityloxy group was revealed and developed.

  DOI：

  10.1016/0957-4166(94)80156-8
• 作为产物：
  描述：

  (R)-(+)-9-trityloxy-2-decanol 在 2,6-二甲基吡啶 、 三氯化硼 作用下， 反应 0.33h， 生成 9-t-butyldimethylsilyloxy-1-decanol
  参考文献：
  名称：

  Catalytic enantioselective macrolide synthesis II: Use of differential deprotection protocols

  摘要：

  Catalytic enantioselective synthesis of Phorcantholide I has been achieved. Key stereochemistry was introduced using a chiral arene chromium tricarbonyl based catalyst to mediate the addition of dimethyl zinc to a functionalised aldehyde. During the synthesis, a method for the Selective deprotection of the trityloxy group was revealed and developed.

  DOI：

  10.1016/0957-4166(94)80156-8

文献信息

• Catalytic enantioselective macrolide synthesis II: Use of differential deprotection protocols
  作者：Graham B. Jones、Brant J. Chapman、Robert S. Huber、Reeshemah Beaty

  DOI：10.1016/0957-4166(94)80156-8

  日期：1994.7

  Catalytic enantioselective synthesis of Phorcantholide I has been achieved. Key stereochemistry was introduced using a chiral arene chromium tricarbonyl based catalyst to mediate the addition of dimethyl zinc to a functionalised aldehyde. During the synthesis, a method for the Selective deprotection of the trityloxy group was revealed and developed.