2-diethylamino-2-oxo-3-phenyl-1,3,2-oxazaphospholane | 66850-41-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 2-diethylamino-2-oxo-3-phenyl-1,3,2-oxazaphospholane
• 英文别名: 2-(diethylamino)-3-phenyl-1,3,2-oxazaphospholidine；2-(diethylamino)-N-phenyl-1,3,2-oxazaphospholidine 2-oxide；2-diethylamino-3-phenyl-1,3,2-oxazaphospholane 2-oxide；2-Diethylamino-3-N-phenyl-1,2,3-λ⁵-oxazaphospholidine-2-one；diethyl-(2-oxo-3-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-amine；2-(Diethylamino)-3-phenyl-1,3,2-oxazaphospholidine-2-oxide；5-Diaethylamino-3-phenyl-1,3,2-oxazaphospholidin-2-oxid；2-(Diethylamino)-3-phenyl-1,3,2lambda~5~-oxazaphospholidin-2-one；N,N-diethyl-2-oxo-3-phenyl-1,3,2λ5-oxazaphospholidin-2-amine
• CAS: 66850-41-7
• 化学式: C₁₂H₁₉N₂O₂P
• 分子量: 254.269
• InChiKey: JKEMNSLWELPDTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苯基乙醇胺 在 四氯化碳 、 氯仿 作用下， 以 Petroleum ether 为溶剂， 生成 2-diethylamino-2-oxo-3-phenyl-1,3,2-oxazaphospholane
  参考文献：
  名称：

  摘要：

  The reactions of 2-tert-butoxy-3-phenyl-1,3,2-oxazaphospholane and di-tert-butyl diethylphosphoramidite with carbon tetrachloride and chloroform were studied. These reactions proceed via formation of an intermediate quasiphosphonium compound. In the process, carbon tetrachloride acts as a source of positively charged halogen, and chloroform, as a C-H acid.

  DOI：

  10.1023/a:1025624116438

文献信息

• Imide-Amide Rearrangement of Cyclic Phosphorimidates: A Mechanistic Study
  作者：Eurico J. Cabrita、Carlos A. M. Afonso、António Gil de Oliveira Santos

  DOI：10.1002/1521-3765(20010401)7:7<1455::aid-chem1455>3.0.co;2-u

  日期：2001.4.1

  imide -amide rearrangement of cyclic phosphorimidates. As a result of this work new types of oligomeric organophosphorus compounds, formed by a novel 1,4-addition type ring opening polymerisation, were identified. These compounds are the stable intermediates of the imide-amide rearrangement, which upon heating yield the previously reported rearranged product. A detailed study of the mechanism of the Lewis

  旨在开发适用于不对称化学的手性环状草酰氮和二氮杂磷酰胺的制备的新合成途径的研究使我们对环状亚磷酸酯的酰亚胺-酰胺重排进行了研究。作为这项工作的结果，鉴定了通过新型的1，4-加成型开环聚合反应形成的新型低聚有机磷化合物。这些化合物是酰亚胺-酰胺重排的稳定中间体，加热时可得到先前报道的重排产物。报道了对路易斯酸催化的酰亚胺-酰胺重排机理和最终产物的立体化学控制的详细研究。结果，阐明了完整的机理，并提出了在重新排列的碳原子处保留构型的证据。
• Novel acid catalysed 1,4-addition-type ring-opening polymerisation of cyclic phosphorimidates
  作者：Eurico J. Cabrita、Sara X. Candeias、Ana M. Ramos、Carlos A.M. Afonso、A. Gil Santos

  DOI：10.1016/s0040-4039(98)80040-3

  日期：1999.1

  New phosphorus containing oligomeric compounds of general formula (NR1CH2CHR2OP(O)R)n, analogous to polypeptides, were isolated and characterised. These are stable intermediaries in the acid catalysed imide-amide rearrangement of cyclic phosphorimidates through a ring-opening polymerisation, revealing an intermolecular two step mechanism for this rearrangement.

  分离并表征了新的类似于多肽的通式（NR 1 CH 2 CHR 2 OP（O）R）n的含磷低聚物。这些是通过开环聚合反应在环状磷酸亚胺的酸催化的酰亚胺-酰胺重排中的稳定中间体，揭示了这种重排的分子间两步机理。
• Pudovik, M. A.; Terent'eva, S. A.; Pudovik, A. N., Journal of general chemistry of the USSR, 1981, vol. 51, # 3, p. 402 - 408
  作者：Pudovik, M. A.、Terent'eva, S. A.、Pudovik, A. N.

  DOI：——

  日期：——
• Gilyarov, V. A.; Tikhonina, N, A.; Shcherbina, T. M., Journal of general chemistry of the USSR, 1980, vol. 50, # 7, p. 1157 - 1161
  作者：Gilyarov, V. A.、Tikhonina, N, A.、Shcherbina, T. M.、Kabachnik, M. I.

  DOI：——

  日期：——
• Gilyarov,V.A. et al., Journal of general chemistry of the USSR, 1978, vol. 48, p. 670 - 677
  作者：Gilyarov,V.A. et al.

  DOI：——

  日期：——