[(1S,2R,3S,4S,6R,7R,14R)-4-ethenyl-2,4,7,14-tetramethyl-3,6-bis(trimethylsilyloxy)-9-tricyclo[5.4.3.01,8]tetradec-8-enyl]oxy-trimethylsilane | 1092983-34-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(1S,2R,3S,4S,6R,7R,14R)-4-ethenyl-2,4,7,14-tetramethyl-3,6-bis(trimethylsilyloxy)-9-tricyclo[5.4.3.01,8]tetradec-8-enyl]oxy-trimethylsilane
• CAS: 1092983-34-0
• 化学式: C₂₉H₅₆O₃Si₃
• 分子量: 537.018
• InChiKey: ZCIJTIGLAQYKDY-KSAQMKTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.98
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  莫蒂林 、 三氟甲磺酸三甲基硅酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 [(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-2,4,7,14-tetramethyl-3,6-bis(trimethylsilyloxy)-9-tricyclo[5.4.3.01,8]tetradec-9-enyl]oxy-trimethylsilane 、 [(1S,2R,3S,4S,6R,7R,14R)-4-ethenyl-2,4,7,14-tetramethyl-3,6-bis(trimethylsilyloxy)-9-tricyclo[5.4.3.01,8]tetradec-8-enyl]oxy-trimethylsilane
  参考文献：
  名称：

  A Scalable Synthesis of 2S-Hydroxymutilin via a Modified Rubottom Oxidation

  摘要：

  A scalable synthesis of 2S-hydroxymutilin from pleuromutilin was developed. The synthesis is highlighted by the Rubottom oxidation of a silyl enol ether, conducted in the presence of acetic acid and pyridine, which allows for an efficient and selective oxidation.

  DOI：

  10.1021/jo801969e

文献信息

• A Scalable Synthesis of 2<i>S</i>-Hydroxymutilin via a Modified Rubottom Oxidation
  作者：Huan Wang、Yemane W. Andemichael、Frederick G. Vogt

  DOI：10.1021/jo801969e

  日期：2009.1.2

  A scalable synthesis of 2S-hydroxymutilin from pleuromutilin was developed. The synthesis is highlighted by the Rubottom oxidation of a silyl enol ether, conducted in the presence of acetic acid and pyridine, which allows for an efficient and selective oxidation.