5,5-dimethyl-2-i-propyl-tetrahydro-2H-oxazirino<3,2-c>oxazine | 161064-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 5,5-dimethyl-2-i-propyl-tetrahydro-2H-oxazirino<3,2-c>oxazine
• 英文别名: (2S,6R)-5,5-dimethyl-2-propan-2-yl-3,7-dioxa-1-azabicyclo[4.1.0]heptane
• CAS: 161064-85-3
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: ZVMZBABOOGTCHA-VLCSVPMDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-异丙基-5,5-二甲基-5,6-二氢-2H-1,3-恶嗪 在 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 以47%的产率得到5,5-dimethyl-2-i-propyl-tetrahydro-2H-oxazirino<3,2-c>oxazine
  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

文献信息

• The formation of β-lactam derivatives and a C3-symmetrical heterocycle from 5,6-dihydro-2H-1,3-oxazines
  作者：Konstantina Kehagia、Alexander Dömling、Ivar Ugi

  DOI：10.1016/0040-4020(94)00958-w

  日期：1995.1

  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.