[5-(tert-Butyl-dimethyl-silanyloxy)-1-diazo-3,4-dimethyl-2-oxo-pentyl]-phosphonic acid dimethyl ester | 460348-00-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: [5-(tert-Butyl-dimethyl-silanyloxy)-1-diazo-3,4-dimethyl-2-oxo-pentyl]-phosphonic acid dimethyl ester
• 英文别名: 5-[Tert-butyl(dimethyl)silyl]oxy-1-diazo-1-[dimethoxy(oxido)phosphaniumyl]-3,4-dimethylpentan-2-one
• CAS: 460348-00-9
• 化学式: C₁₅H₃₁N₂O₅PSi
• 分子量: 378.481
• InChiKey: HXTVZZGVZJFYJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  69.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [5-(tert-Butyl-dimethyl-silanyloxy)-1-diazo-3,4-dimethyl-2-oxo-pentyl]-phosphonic acid dimethyl ester 在 dirhodium tetraacetate 作用下， 以 甲苯 为溶剂， 以71%的产率得到(3,4-Dimethyl-5-oxo-cyclopent-1-enyl)-phosphonic acid dimethyl ester
  参考文献：
  名称：

  2-Phosphonocyclopenten-2-ones from ε-tert-butyldimethylsilyloxy-α-diazo-β-ketophosphonates via a rhodium(II)-catalysed C–H insertion reaction

  摘要：

  The exposure of certain primary epsilon-tert-butyldimethylsilyloxy-alpha-diazo-beta-ketophosphonates to the action of catalytic rhodium(II) in refluxing toluene leads to a C-H insertion followed by elimination of the silyloxy group to give 2-phosphonocyclopenten-2-ones in fairly good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00761-x
• 作为产物：
  描述：

  在 对甲苯磺酰叠氮 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 [5-(tert-Butyl-dimethyl-silanyloxy)-1-diazo-3,4-dimethyl-2-oxo-pentyl]-phosphonic acid dimethyl ester
  参考文献：
  名称：

  2-Phosphonocyclopenten-2-ones from ε-tert-butyldimethylsilyloxy-α-diazo-β-ketophosphonates via a rhodium(II)-catalysed C–H insertion reaction

  摘要：

  The exposure of certain primary epsilon-tert-butyldimethylsilyloxy-alpha-diazo-beta-ketophosphonates to the action of catalytic rhodium(II) in refluxing toluene leads to a C-H insertion followed by elimination of the silyloxy group to give 2-phosphonocyclopenten-2-ones in fairly good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00761-x