2,2,5,5-tetramethyloxazine | 153707-75-6

• 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: 2,2,5,5-tetramethyloxazine
• 英文别名: 5,6-dihydro-2,2,5,5-tetramethyl-2H-1,3-oxazine；2,2,5,5-tetramethyl-2,5-dihydro-1,3-oxazine；2,2,5,5-tetramethyl-6H-1,3-oxazine
• CAS: 153707-75-6
• 化学式: C₈H₁₅NO
• 分子量: 141.213
• InChiKey: AQOXQXXWBYGWGS-UHFFFAOYSA-N

物化性质

• 沸点：
  189.9±40.0 °C(predicted)
• 密度：
  0.93±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  亚磷酸二乙酯 、 2,2,5,5-tetramethyloxazine 以 Petroleum ether 为溶剂， 反应 12.0h， 以65%的产率得到(2,2,5,5-Tetramethyl-[1,3]oxazinan-4-yl)-phosphonic acid diethyl ester
  参考文献：
  名称：

  The Totally Protected Hydroxy Containing α-Amino Phosphonic Esters and α-Amino Phosphinoxides as well as Their Carbamoyl Derivatives

  摘要：

  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.

  DOI：

  10.1080/00397919608003785
• 作为产物：
  描述：

  2,2-二甲基-3-羟基丙醛 、 丙酮 在 氨 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以20%的产率得到2,2,5,5-tetramethyloxazine
  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

• Facile Access to Amido (Thio)xanthates under Eco-Friendly Conditions by One-Pot Three-Component Reaction (3-CR)
  作者：Max Franz、Timo Stalling、Raoul Schaper、Marc Schmidtmann、Jürgen Martens

  DOI：10.1055/s-0036-1589050

  日期：2017.9

  the preparation of a variety of biologically interesting amido (thio)xanthates has been developed. By the proper choice of a potassium (thio)xanthate salt, a cyclic or acyclic imine, and an acyl chloride as substrates a broad scope with respect to the substituents can be realized. This operationally simple one-pot method proceeds under mild and environmentally friendly conditions while potassium chloride

  摘要 已经开发了用于制备多种生物学上有趣的酰胺基（硫代）黄原酸酯的简单的三组分反应（3-CR）。由钾（硫代）黄原酸酯盐，环状或无环亚胺，和酰氯作为底物的广泛范围相对于取代基的正确选择可被实现。这种操作简单的一锅法是在温和且环境友好的条件下进行的，而氯化钾则作为单一废物产生。 已经开发了用于制备多种生物学上有趣的酰胺基（硫代）黄原酸酯的简单的三组分反应（3-CR）。由钾（硫代）黄原酸酯盐，环状或无环亚胺，和酰氯作为底物的广泛范围相对于取代基的正确选择可被实现。这种操作简单的一锅法是在温和且环境友好的条件下进行的，而氯化钾则作为单一废物产生。
• A Novel and Convenient Route to Phosphono-Oligopeptides Derived from 1,3-Oxazolines, 1,3-Oxazines and 1,3-Thiazolines
  作者：Mostafa Hatam、Davoud Tehranfar、Jürgen Martens

  DOI：10.1080/00397919508015852

  日期：1995.6

  Abstract An efficient and simple method is described based on the Ugi -four component condensation (4CC) reaction for the synthesis of unnatural phosphonooligopepides derived from 1,3-oxazolines, 1,3-thiazolines and 1,3-oxazines.

  摘要 描述了一种基于 Ugi-四组分缩合 (4CC) 反应的高效简单方法，用于合成衍生自 1,3-恶唑啉、1,3-噻唑啉和 1,3-恶嗪的非天然膦酰寡肽。
• 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：——
• Heck, Stefan; Dömling, Alexander, Synlett, 2000, # 3, p. 424 - 426
  作者：Heck, Stefan、Dömling, Alexander

  DOI：——

  日期：——