2-tert-Butyl-5,5-dimethyl-5,6-dihydro-2H-1,3-oxazin | 161064-79-5

• 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-tert-Butyl-5,5-dimethyl-5,6-dihydro-2H-1,3-oxazin
• 英文别名: 2-Tert-butyl-5,5-dimethyl-2,6-dihydro-1,3-oxazine
• CAS: 161064-79-5
• 化学式: C₁₀H₁₉NO
• 分子量: 169.267
• InChiKey: BRBWUZGNCOTLDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-tert-Butyl-5,5-dimethyl-5,6-dihydro-2H-1,3-oxazin 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 特戊醛
  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 、 特戊醛 在 ammonium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以33%的产率得到2-tert-Butyl-5,5-dimethyl-5,6-dihydro-2H-1,3-oxazin
  参考文献：
  名称：

  Synthese totalgeschützter, nichtproteinogener α-Aminosäuren und Oligopeptide aus 2H-1,3-Oxazinen und 2H-1,3-Benzoxazinen via Ugi-Reaktion

  摘要：

  The preparation of six-membered N,O-heterocyclic 2H-1,3-oxazines 1 and 2H-1,3-benzoxazines 2 and the use of them in the synthesis of the corresponding alpha-amino acids 3a-c, 4a-c and oligopeptides 3d,e, 4d-f are described These compounds are prepared based on the Ugi four-component-condensation reaction.

  DOI：

  10.1016/0040-4020(95)00365-f

文献信息

• The Diastereoselective Synthesis of Oxacephams from 1,3-2H-Oxazines
  作者：Jürgen Martens、Mostafa Hatam、Sabine Köpper

  DOI：10.3987/com-95-7358

  日期：——
• The Totally Protected Hydroxy Containing α-Amino Phosphonic Esters and α-Amino Phosphinoxides as well as Their Carbamoyl Derivatives
  作者：Mostafa Hatam、Jens R. Goerlich、Reinhard Schmutzler、Harald Gröger、Jürgen Martens

  DOI：10.1080/00397919608003785

  日期：1996.10

  Syntheses of the title compounds by the addition of diethyl phosphite as well as dimethylphosphine oxide in a Strecker-type reaction to the cyclic imines 1,2 followed by conversion to the related N-carbamoyl compounds are described.
• Synthese totalgeschützter, nichtproteinogener α-Aminosäuren und Oligopeptide aus 2H-1,3-Oxazinen und 2H-1,3-Benzoxazinen via Ugi-Reaktion
  作者：Harald Gröger、Mostafa Hatam、Jürgen Martens

  DOI：10.1016/0040-4020(95)00365-f

  日期：1995.6

  The preparation of six-membered N,O-heterocyclic 2H-1,3-oxazines 1 and 2H-1,3-benzoxazines 2 and the use of them in the synthesis of the corresponding alpha-amino acids 3a-c, 4a-c and oligopeptides 3d,e, 4d-f are described These compounds are prepared based on the Ugi four-component-condensation reaction.
• 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.