2-ethyl-5,6-dihydro-5,5-dimethyl-2H-1,3-oxazine | 153707-80-3

• 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: 2-ethyl-5,6-dihydro-5,5-dimethyl-2H-1,3-oxazine
• CAS: 153707-80-3
• 化学式: C₈H₁₅NO
• 分子量: 141.213
• InChiKey: VOARHKXCTUQWDD-UHFFFAOYSA-N

物化性质

• 沸点：
  204.5±40.0 °C(predicted)
• 密度：
  0.96±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-ethyl-5,6-dihydro-5,5-dimethyl-2H-1,3-oxazine 在 丙二酸 作用下， 以 乙醇 为溶剂， 生成 13-Aza-4,4,8,8,12,12-hexamethyl-2,6,10-trioxatricyclo<7,3,1,0^5,13>tridecane
  参考文献：
  名称：

  The formation of β-lactam derivatives and a C3-symmetrical heterocycle from 5,6-dihydro-2H-1,3-oxazines

  摘要：

  In this article* a short approach towards highly functionalized beta-lactam derivatives is described. Diastereoselective addition of malonic acid to 5,6-dihydro-2H-1,3-oxazines leads to the corresponding saturated carboxymethyl derivates. After hydrolysis of the O,N-acetal to the beta-amino acids, these are transformed to beta-lactam derivatives via the Ugi-reaction. Depending on the bulkyness of the rest in 2-position of the 5,6-dihydro-2H-1,3-oxazines, a beta-amino acid or a tricyclic C-3-symmetrical heterocycle is formed.

  DOI：

  10.1016/0040-4020(94)00958-w
• 作为产物：
  描述：

  2,2-二甲基-3-羟基丙醛 、 丙醛 在 氨 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以26%的产率得到2-ethyl-5,6-dihydro-5,5-dimethyl-2H-1,3-oxazine
  参考文献：
  名称：

  A new 5,6-dihydro-2H-1,3-oxazine synthesis via Asigner-type condensation

  摘要：

  In this article - which we dedicate to the lifework1 of Professor Teruaki Mukaiyama - a new general 5,6-dihydro-2H-1,3-oxazine synthesis is described. 3-Hydroxy-2,2-dimethylpropionaldehyde is condensed with a second oxo component and ammonia to the title compound in several examples. In the case of citronellal diastereoselectivity is observed.

  DOI：

  10.1016/s0040-4020(01)80219-2

文献信息

• Kehagia, Konstantina; Doemling, Alexander; Ugi, Ivar, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1995, vol. 50, # 4, p. 667 - 670
  作者：Kehagia, Konstantina、Doemling, Alexander、Ugi, Ivar、Hiller, Wolfgang、Riede, Juergen

  DOI：——

  日期：——