14-[Tert-butyl(dimethyl)silyl]oxy-3-oxo-2-(triphenyl-lambda5-phosphanylidene)tetradecanenitrile | 158299-94-6

• 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: 14-[Tert-butyl(dimethyl)silyl]oxy-3-oxo-2-(triphenyl-lambda5-phosphanylidene)tetradecanenitrile
• 英文别名: 14-[tert-butyl(dimethyl)silyl]oxy-3-oxo-2-(triphenyl-λ5-phosphanylidene)tetradecanenitrile
• CAS: 158299-94-6
• 化学式: C₃₈H₅₂NO₂PSi
• 分子量: 613.896
• InChiKey: YUXNJSLUDDLVSR-UHFFFAOYSA-N

物化性质

• 沸点：
  664.6±47.0 °C(predicted)
• 密度：
  1.04±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.17
• 重原子数：
  43
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  14-[Tert-butyl(dimethyl)silyl]oxy-3-oxo-2-(triphenyl-lambda5-phosphanylidene)tetradecanenitrile 在 四丁基氟化铵 作用下， 生成 14-Hydroxy-3-oxo-2-(triphenyl-lambda5-phosphanylidene)tetradecanenitrile
  参考文献：
  名称：

  (Cyanomethylene)phosphoranes as Novel Carbonyl 1,1-Dipole Synthons: An Efficient Synthesis of .alpha.-Keto Acids, Esters, and Amides

  摘要：

  Carboxylic acids react with (cyanomethylene)triphenylphosphorane in the presence of EDCI to form cyano keto phosphoranes. The resulting ylides may then be oxidatively cleaved with ozone to form alpha,beta-diketonitriles. These highly electrophilic products may then be converted in situ to alpha-keto acids, esters, and amides.

  DOI：

  10.1021/jo00095a005
• 作为产物：
  描述：

  12-羟基十二酸 在 咪唑 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 14-[Tert-butyl(dimethyl)silyl]oxy-3-oxo-2-(triphenyl-lambda5-phosphanylidene)tetradecanenitrile
  参考文献：
  名称：

  (Cyanomethylene)phosphoranes as Novel Carbonyl 1,1-Dipole Synthons: An Efficient Synthesis of .alpha.-Keto Acids, Esters, and Amides

  摘要：

  Carboxylic acids react with (cyanomethylene)triphenylphosphorane in the presence of EDCI to form cyano keto phosphoranes. The resulting ylides may then be oxidatively cleaved with ozone to form alpha,beta-diketonitriles. These highly electrophilic products may then be converted in situ to alpha-keto acids, esters, and amides.

  DOI：

  10.1021/jo00095a005

文献信息

• Wasserman Harry H., Ho Wen-Bin, J. Org. Chem, 59 (1994) N 16, S 4364-4366
  作者：Wasserman Harry H., Ho Wen-Bin

  DOI：——

  日期：——
• (Cyanomethylene)phosphoranes as Novel Carbonyl 1,1-Dipole Synthons: An Efficient Synthesis of .alpha.-Keto Acids, Esters, and Amides
  作者：Harry H. Wasserman、Wen-Bin Ho

  DOI：10.1021/jo00095a005

  日期：1994.8

  Carboxylic acids react with (cyanomethylene)triphenylphosphorane in the presence of EDCI to form cyano keto phosphoranes. The resulting ylides may then be oxidatively cleaved with ozone to form alpha,beta-diketonitriles. These highly electrophilic products may then be converted in situ to alpha-keto acids, esters, and amides.