(R)-2-anilino-1,3,2λ⁵-oxazaphosphorinane 2-oxide

• 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: (R)-2-anilino-1,3,2λ⁵-oxazaphosphorinane 2-oxide
• 英文别名: (R)-(-)-2-anilino-2-oxo-1,3,2-oxazaphosphorinane；(2R)-2-oxo-N-phenyl-1,3,2lambda5-oxazaphosphinan-2-amine；(2R)-2-oxo-N-phenyl-1,3,2λ5-oxazaphosphinan-2-amine
• 化学式: C₉H₁₃N₂O₂P
• 分子量: 212.188
• InChiKey: QTFNRIQXIUESFJ-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  phenylamidophosphoric dichloride 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 25.0~75.0 ℃ 、101.33 kPa 条件下， 反应 44.0h， 生成 (R)-2-anilino-1,3,2λ⁵-oxazaphosphorinane 2-oxide
  参考文献：
  名称：

  Enantiomeric 2-anilino-2-oxo-1,3,2-oxazaphosphorinanes: Synthesis and NMR-investigation of their non-racemic mixtures

  摘要：

  Enantiomeric R-(-)- and (S)-(+)-2-anilino-2-oxo-1,3,2-oxazaphosphorinanes (1) have been synthesized by catalytic debenzylation of separated diastereomers of 3-(alpha-methylbenzyl)-2-anilino-2-oxo-1, 3,2-oxazaphosphorinanes. Self-induced diastereomeric anisochronicity in non-racemic mixtures of these enantiomers was shown to vary with enantiomeric composition, overall-specimen concentration, and temperature. The equilibrium constants of monomer-dimer and homo-cross-associate diastereomeric equilibria are estimated for the first time.

  DOI：

  10.1016/0957-4166(95)00227-g

文献信息

• Uryupin, A. B.; Kadyko, M. I.; Petrovskii, P. V., Russian Journal of General Chemistry, 1994, vol. 64, # 10.1, p. 1433 - 1437
  作者：Uryupin, A. B.、Kadyko, M. I.、Petrovskii, P. V.、Okruszek, A.、Kinas, R.、et al.

  DOI：——

  日期：——
• Enantiomeric 2-anilino-2-oxo-1,3,2-oxazaphosphorinanes: Synthesis and NMR-investigation of their non-racemic mixtures
  作者：Andrei B. Ouryupin、Mikhail I. Kadyko、Pavel V. Petrovskii、Erlen I. Fedin、Andrzej Okruszek、Ryszard Kinas、Wojciech J. Stec

  DOI：10.1016/0957-4166(95)00227-g

  日期：1995.7

  Enantiomeric R-(-)- and (S)-(+)-2-anilino-2-oxo-1,3,2-oxazaphosphorinanes (1) have been synthesized by catalytic debenzylation of separated diastereomers of 3-(alpha-methylbenzyl)-2-anilino-2-oxo-1, 3,2-oxazaphosphorinanes. Self-induced diastereomeric anisochronicity in non-racemic mixtures of these enantiomers was shown to vary with enantiomeric composition, overall-specimen concentration, and temperature. The equilibrium constants of monomer-dimer and homo-cross-associate diastereomeric equilibria are estimated for the first time.