cis/trans-2-Methoxy-3-isopropyl-6-methyl-1,3,2-oxazaphosphorinane | 150921-04-3

• 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: cis/trans-2-Methoxy-3-isopropyl-6-methyl-1,3,2-oxazaphosphorinane
• 英文别名: 2-Methoxy-3-isopropyl-6-methyl-1,3,2-oxazaphosphite
• CAS: 150921-04-3；151004-39-6
• 化学式: C₈H₁₈NO₂P
• 分子量: 191.21
• InChiKey: BBTXTNFLHWLONH-KBPLZSHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-氯苯甲醛 、 cis/trans-2-Methoxy-3-isopropyl-6-methyl-1,3,2-oxazaphosphorinane 在 三氟化硼乙醚 、 lithium iodide 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Gordon, Neil J.; Evans, Slayton A., Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 75, # 1-4, p. 47 - 50

  摘要：

  DOI：
• 作为产物：
  描述：

  二氯亚磷酸甲酯 、 (S)-N-(1-methylethyl)-4-amino-2-butanol 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 cis/trans-2-Methoxy-3-isopropyl-6-methyl-1,3,2-oxazaphosphorinane
  参考文献：
  名称：

  Gordon, Neil J.; Evans, Slayton A., Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 75, # 1-4, p. 47 - 50

  摘要：

  DOI：

文献信息

• Synthesis and enantioselective aldol reaction of a chiral 2-oxo-2-propionyl-1,3,2-oxazaphosphorinane
  作者：Neil J. Gordon、Slayton A. Evans

  DOI：10.1021/jo00072a003

  日期：1993.9

  The synthesis of cis- and trans-2-oxo-2-propionyl-1,3,2-oxazaphosphorinane (cis- and trans-7), via the condensation of (S)-N-isopropyl-4-aminobutan-2-ol (5) with methyl dichlorophosphite (CH3OPCl2), followed by the Michaelis-Arbusov coupling with propionyl chloride is described, and our preliminary research involving metal-directed diastereo- and enantioselective aldol reactions between the lithio enolate of trans-oxazaphosphorinane 7 and benzaldehyde are also discussed.
• Diastereoselective condensation of oxazaphosphites with aliphatic and aromatic aldehydes
  作者：Neil J. Gordon、Slayton A. Evans

  DOI：10.1021/jo00072a002

  日期：1993.9

  The results of a preliminary investigation involving the condensations of diastereomeric 2-methoxy-1,3,2-oxazaphosphites (cis- and trans-5) with a variety of aldehyde-boron trifluoride etherate (BF3.Et2O) complexes to give disatereomerically-enriched mixtures of alpha-hydroxy-2-oxo-1,3,2-oxazaphosphorinanes (cis- and trans-3 and 4) are reported, and a mechanistic rationale consistent with the diastereofacial preference attending these reactions is proposed.