lithium;cyclohexyl-[1-[3-(2-trimethylsilylethoxymethoxy)phenyl]ethenyl]azanide | 132969-65-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: lithium;cyclohexyl-[1-[3-(2-trimethylsilylethoxymethoxy)phenyl]ethenyl]azanide
• CAS: 132969-65-4
• 化学式: C₂₀H₃₂NO₂Si*Li
• 分子量: 353.506
• InChiKey: MHVMEHFMBGDPEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  19.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl-[(2R,3S,4S)-1-iodo-5-[(4-methoxyphenyl)methoxy]-2,4-dimethylpentan-3-yl]oxy-dimethylsilane 、 lithium;cyclohexyl-[1-[3-(2-trimethylsilylethoxymethoxy)phenyl]ethenyl]azanide 在 pH 4 buffer 作用下， 生成
  参考文献：
  名称：

  Expeditious synthesis of a key C9–C21 subunit of the aplyslatoxine and oscillatoxins

  摘要：

  The C9-C21 portion of the aplysiatoxin/oscillatoxin bluegreen algal metabolites was synthesized as the 9-aldehyde bearing a tert-butyldimethylsilyl ether group on the C11 hydroxyl and a trimethylsilyoxymethyl ether group on the C20 hydroxyl. Featuring an asymmetric aldol and an asymmetric oxazaborolidine reduction, the synthesis proceeded with high (> 90%) stereoselectivity in 13 steps and 5-7% overall yield from commercial starting material.

  DOI：

  10.1016/s0040-4039(00)97305-2

文献信息

• Expeditious synthesis of a key C9–C21 subunit of the aplyslatoxine and oscillatoxins
  作者：Robert D. Walkup、Robert R. Kane、P. Douglas Boatman、Raymond T. Cunningham

  DOI：10.1016/s0040-4039(00)97305-2

  日期：1990.1

  The C9-C21 portion of the aplysiatoxin/oscillatoxin bluegreen algal metabolites was synthesized as the 9-aldehyde bearing a tert-butyldimethylsilyl ether group on the C11 hydroxyl and a trimethylsilyoxymethyl ether group on the C20 hydroxyl. Featuring an asymmetric aldol and an asymmetric oxazaborolidine reduction, the synthesis proceeded with high (> 90%) stereoselectivity in 13 steps and 5-7% overall yield from commercial starting material.