Phenylphosphonigsaeure-bis(trimethylsilylester) | 63007-86-3

• 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: Phenylphosphonigsaeure-bis(trimethylsilylester)
• 英文别名: bis(trimethylsilyl) phenylphosphonite；bis(trimethylsilyl)phenylphosphonite；phenyl-bis(trimethylsilyloxy)phosphane
• CAS: 63007-86-3
• 化学式: C₁₂H₂₃O₂PSi₂
• 分子量: 286.458
• InChiKey: SJRCRFFIHAZXRO-UHFFFAOYSA-N

物化性质

• 沸点：
  45 °C(Press: 10 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Phenylphosphonigsaeure-bis(trimethylsilylester) 在 盐酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 (2S)-4-phenylphosphinomethylglutamic acid hydrochloride
  参考文献：
  名称：

  Enantioselective synthesis of new 4-substituted glutamic acid derivatives

  摘要：

  Several new 4-substituted glutamic acid derivatives are described: 4-phosphinomethyl glutamic acid derivatives were prepared starting from (2S)-N-Boc-tert-butyl-4-methylene glutamate. The 4-carboxymethyl and 4-aminomethyl glutamic acid derivatives were obtained using asymmetric 1,4-addition conjugate of the enolate of Schiff base I to unsaturated esters. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.006
• 作为产物：
  描述：

  三甲基氯硅烷 、 苯膦酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 Phenylphosphonigsaeure-bis(trimethylsilylester)
  参考文献：
  名称：

  Enantioselective synthesis of new 4-substituted glutamic acid derivatives

  摘要：

  Several new 4-substituted glutamic acid derivatives are described: 4-phosphinomethyl glutamic acid derivatives were prepared starting from (2S)-N-Boc-tert-butyl-4-methylene glutamate. The 4-carboxymethyl and 4-aminomethyl glutamic acid derivatives were obtained using asymmetric 1,4-addition conjugate of the enolate of Schiff base I to unsaturated esters. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.006

文献信息

• Synthesis of organophosphorus compounds via silyl esters of phosphorous acids
  作者：Kamyar Afarinkia、Charles W. Rees、John I.G. Cadogan

  DOI：10.1016/s0040-4020(01)87899-6

  日期：1990.1

  The addition of trimethylsilyloxy phosphorus (III)derivatives generated in situ to imines at room temperature provides a mild selective and high yielding route to α-aminoalkylphosphorate and α-aminoalkylphenylphosphinate esters. Isocyanates and carbodiimides react similarly to give phosphonoureas and phosphonoguarnidines respectively aldehydes and ketones are much less reactive and cyanides are inert

  在室温下将原位产生的三甲基甲硅烷氧基磷（III）衍生物加到亚胺上，为α-氨基烷基磷酸酯和α-氨基烷基苯基次膦酸酯提供了温和的选择性和高产率的途径。异氰酸酯和碳二亚胺类似地反应，分别得到膦酰脲和膦酰胍，醛和酮的反应性低得多，氰化物是惰性的。
• Weferling, Norbert; Schmutzler, Reinhard, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1988, vol. 43, # 12, p. 1524 - 1528
  作者：Weferling, Norbert、Schmutzler, Reinhard

  DOI：——

  日期：——
• Lebedev,E.P. et al., Journal of general chemistry of the USSR, 1977, vol. 47, p. 698 - 701
  作者：Lebedev,E.P. et al.

  DOI：——

  日期：——
• Romanov, G. V.; Nazmutdinov, R. Ya.; Ryzhikova, T. Ya., Journal of general chemistry of the USSR, 1984, vol. 54, # 8, p. 1559 - 1563
  作者：Romanov, G. V.、Nazmutdinov, R. Ya.、Ryzhikova, T. Ya.、Gryaznova, T. V.、Pudovik, A. N.

  DOI：——

  日期：——
• Dipole moments of organophosphorus compounds. 16. Conformations of trimethylsilyl groups in some phosphites, phosphates, and phosphonates
  作者：O. A. Varnavskaya-Samarina、�. A. Ishmaeva、G. V. Romanov、R. Ya. Nazmutdinov、A. B. Remizov、A. N. Pudovik

  DOI：10.1007/bf00923867

  日期：1978.2