2-tert-Butyl-4-(tributyl-λ⁵-phosphanylidene)-4H-oxazol-5-one | 176793-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环化合物
• 英文名称: 2-tert-Butyl-4-(tributyl-λ⁵-phosphanylidene)-4H-oxazol-5-one
• 英文别名: 2-tert-butyl-4-(tributyl-λ5-phosphanylidene)-1,3-oxazol-5-one
• CAS: 176793-36-5
• 化学式: C₁₉H₃₆NO₂P
• 分子量: 341.474
• InChiKey: LRYBXQUXEATLHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.54
• 重原子数：
  23.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  38.66
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-tert-Butyl-4-(tributyl-λ⁵-phosphanylidene)-4H-oxazol-5-one 、 碘甲烷 以47%的产率得到Tributyl-(2-tert-butyl-4-methyl-5-oxo-4,5-dihydro-oxazol-4-yl)-phosphonium; iodide
  参考文献：
  名称：

  4-Phosphoranylidene-5(4H)-oxazolones II. Reactions with alkylating agents

  摘要：

  When treated with alkyl halides at 20-90 degrees C without solvent or in acetonitrile, 4-phosphoranylidene-5(4H)-oxazolones (1) give 4-C-alkylation products 4 in good yields. Alkylation of 1 with alkyl triflates in CH2Cl2 at room temperature results in O-alkylation products 5. No O-to 4-C-alkylation rearrangement can be observed. The spectroscopic properties of the alkylation products are reported and discussed.

  DOI：

  10.1007/bf00807098
• 作为产物：
  描述：

  (2,2-二甲基丙酰基)氨基]乙酸 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 2-tert-Butyl-4-(tributyl-λ⁵-phosphanylidene)-4H-oxazol-5-one
  参考文献：
  名称：

  4-Phosphoranylidene-5(4H)-oxazolones ? A novel synthesis and properties

  摘要：

  4-Phosphoranylidene-5(4H)-oxazolones (2), a hardly known class of phosphorus ylides, were readily prepared from 4-unsubstituted-5-(4H)-oxazolones (1) by treatment with Ph(3)P-Br-2, Bu(3)P-Br-2, Ph(3)P-CCl4, or Ph(3)P-CB4 adducts in the presence of triethylamine in CH2Cl2 at room temperature in a novel, efficient one-pot procedure. The spectroscopic properties of the ylides are reported and discussed.

  DOI：

  10.1007/bf00807402