2-异丙基-5,5-二甲基-5,6-二氢-2H-1,3-恶嗪 | 153707-79-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环化合物
• 中文名称: 2-异丙基-5,5-二甲基-5,6-二氢-2H-1,3-恶嗪
• 英文名称: 5,6-dihydro-5,5-dimethyl-2-i-propyl-2H-1,3-oxazine
• 英文别名: 2-Isopropyl-5,5-dimethyl-2,6-dihydro-[1,3]oxazine；5,5-dimethyl-2-propan-2-yl-2,6-dihydro-1,3-oxazine
• CAS: 153707-79-0
• 化学式: C₉H₁₇NO
• 分子量: 155.24
• InChiKey: RQRXWUJSDIVVFT-UHFFFAOYSA-N

物化性质

• 沸点：
  217.8±40.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 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-异丙基-5,5-二甲基-5,6-二氢-2H-1,3-恶嗪 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 戊酸,3-氨基-5-羟基-4,4-二甲基
  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 、 异丁醛 在 氨 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以57%的产率得到2-异丙基-5,5-二甲基-5,6-二氢-2H-1,3-恶嗪
  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

• Phosphinic Acid Analogues of Thiaproline and the Related Heterocyclic Aminophosphinic Acids
  作者：Mostafa Hatam、Jürgen Martens

  DOI：10.1080/00397919508011799

  日期：1995.9

  Abstract Bis(trimethylsilyl) phosphonite adds in a 1,2 fashion to the C = N bond in 3-thiazolines 3a-d to give after hydrolysis phosphinic acids 5a-d. Starting from 3-oxazines, the corresponding 6a,b phosphinic acids 7a,b were obtained.

  摘要 双（三甲基甲硅烷基）亚膦酸酯以 1,2 的方式添加到 3-噻唑啉 3a-d 中的 C = N 键上，水解后生成次膦酸 5a-d。从 3-恶嗪开始，得到相应的 6a,b 次膦酸 7a,b。
• 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.
• A new 5,6-dihydro-2H-1,3-oxazine synthesis via Asigner-type condensation
  作者：Alexander Dömling、Ivar K. Ugi

  DOI：10.1016/s0040-4020(01)80219-2

  日期：——

  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.
• 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.