2-(4'-methoxyphenyl)perhydro-1,3-oxazine | 109086-77-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4'-methoxyphenyl)perhydro-1,3-oxazine
• 英文别名: 2-(4-methoxyphenyl)oxazinane；2H-1,3-Oxazine, tetrahydro-2-(4-methoxyphenyl)-；2-(4-methoxyphenyl)-1,3-oxazinane
• CAS: 109086-77-3
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: CATPMMKKMWYOSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  316.5±42.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4'-methoxyphenyl)perhydro-1,3-oxazine 生成 3-[(4-methoxyphenyl)methylideneamino]propan-1-ol
  参考文献：
  名称：

  FULOP, FERENC;PIHLAJA, KALEVI;MATTINEN, JORMA;BERNATH, GABOR, J. ORG. CHEM., 52,(1987) N 17, 3821-3825

  摘要：

  DOI：
• 作为产物：
  描述：

  3-[(4-methoxyphenyl)methylideneamino]propan-1-ol 以 氘代氯仿 为溶剂， 生成 2-(4'-methoxyphenyl)perhydro-1,3-oxazine
  参考文献：
  名称：

  Gartman, G. A.; Pak, V. D.; Ulashkevich, Yu. V., Journal of applied chemistry of the USSR, 1991, vol. 64, # 5.2, p. 949 - 955

  摘要：

  DOI：

文献信息

• An expedient protocol of the Biginelli dihydropyrimidine synthesis using carbonyl equivalents
  作者：Kamaljit Singh、Jasbir Singh、Prasant K. Deb、Harjit Singh

  DOI：10.1016/s0040-4020(99)00760-7

  日期：1999.10

  A one - pot condensation of perhydro-1,3 heterocycles - aldehyde equivalents with ethyl acetoacetate and ureas provides a convenient synthesis of the title compounds with a variety of substituents at C-4. Yields are equivalent or significantly higher than the conventional methods.

  全氢-1,3杂环-醛当量与乙酰乙酸乙酯和脲的一锅缩合反应可方便地合成标题化合物，其在C-4处具有多个取代基。产率与常规方法相当或相当高。
• Efficient Oxidative Conversion of Aldehydes to 2-Substituted Oxazolines and Oxazines Using (Diacetoxyiodo)benzene
  作者：Nandkishor Karade、Girdharilal Tiwari、Sumit Gampawar

  DOI：10.1055/s-2007-982571

  日期：2007.7

  An efficient synthesis of 2-substituted oxazolines from aldehydes and 2-amino alcohol using (diacetoxyiodo)benzene as an oxidant, is reported. (Diacetoxyiodo)benzene acts as a mild dehydrogenating agent to convert the initially formed oxazolidine from aldehyde and 2-amino alcohol to furnish 2-substituted oxazoline. Similarly, 3-aminopropanol and aldehydes gives the corresponding 2-substituted oxazines

  报道了使用（二乙酰氧基碘）苯作为氧化剂从醛和 2-氨基醇有效合成 2-取代的恶唑啉。（二乙酰氧基碘）苯作为一种温和的脱氢剂，将最初形成的恶唑烷从醛和 2-氨基醇转化为 2-取代的恶唑啉。类似地，3-氨基丙醇和醛得到相应的2-取代的恶嗪。
• Ring-chain tautomerism in 1,3-oxazines
  作者：Ferenc Fulop、Kalevi Pihlaja、Jorma Mattinen、Gabor Bernath

  DOI：10.1021/jo00226a018

  日期：1987.8
• Modified Pictet–Spengler reaction. A highly diastereoselective approach to 1,2,3-trisubstituted-1,2,3,4-tetrahydro-β-carbolines using perhydro-1,3-heterocycles
  作者：Kamaljit Singh、Prasant K Deb、P Venugopalan

  DOI：10.1016/s0040-4020(01)00763-3

  日期：2001.9

  A flexible variant of the Pictet-Spengler reaction employing oxazinanes as synthetic equivalents of several carbonyl compounds has been developed. Using acid catalyzed one pot condensation of perhydro-1,3-heterocycles various 1,3-disubstituted and 1,2,3-trisubstituted-1,2,3,4-tetrahydro-beta -carbolines (THBCs) have been synthesized diastereoselectively. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Efficient and versatile single pot approach to dipyrromethanes and bis(heterocyclyl)methanes
  作者：Kamaljit Singh、Sonia Behal、Maninder Singh Hundal

  DOI：10.1016/j.tet.2005.04.029

  日期：2005.7

  An efficient single pot route is presented involving the use of 0, N-perhydro 1,3-heterocycles as carbonyl equivalents for the synthesis of 5-substituted dipyrromethanes, 5,10-disubstituted tripyrranes and bis(heterocyclyl)methanes. (c) 2005 Elsevier Ltd. All rights reserved.

表征谱图