(Z)-2-(4,5-dihydro-1,3-oxazol-2-yl)-1-phenyl-1-ethen-1-amine | 221906-99-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-2-(4,5-dihydro-1,3-oxazol-2-yl)-1-phenyl-1-ethen-1-amine
• 英文别名: (Z)-2-(4,5-dihydro-1,3-oxazol-2-yl)-1-phenyl-1-ethenylamine；(Z)-2-(4,5-dihydro-1,3-oxazol-2-yl)-1-phenylethenamine
• CAS: 221906-99-6
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: KEPHIEKGAUOOBK-NTMALXAHSA-N

物化性质

• 熔点：
  56-58 °C
• 沸点：
  295.1±40.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-2-(4,5-dihydro-1,3-oxazol-2-yl)-1-phenyl-1-ethen-1-amine 在 盐酸 、 sodium 、 异丙醇 作用下， 以 四氢呋喃 为溶剂， 生成 DL-3-氨基-3-苯基丙酸
  参考文献：
  名称：

  A new and expeditious strategy for the synthesis of β-amino acids from Δ2-oxazolines

  摘要：

  A new, mild two-step synthesis of racemic p-amino acids starting from 2-allkyl-Delta (2)-oxazolines is described. The process implies the initial formation of masked N-substituted or N-unsubstituted beta -enamino acid derivatives followed by chemoselective reduction of the enamino moiety. The process takes place with high yields, total chemoselectivity and moderate diastereoselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01056-5
• 作为产物：
  描述：

  2-甲基-2-恶唑啉 、 苯甲腈 在 lithium diisopropyl amide 、 水 、 氯化铵 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以78%的产率得到(Z)-2-(4,5-dihydro-1,3-oxazol-2-yl)-1-phenyl-1-ethen-1-amine
  参考文献：
  名称：

  An efficient synthesis of uracil derivatives from 2-alkyl-Δ2-oxazolines and nitriles

  摘要：

  An efficient a rid convenient synthesis of new fluorinated a rid non-fluorinated uracils is described herein. The condensation of nitriles with enolates generated from 2-alkyl-Delta(2)-oxazolines affords fluorinated beta-enamino acid derivatives, which react with triphosgene to give an isomeric mixture of oxazolopyrimidinones. These can then be easily transformed into a single C-6 pyrimidindione derivative through reaction with a suitable nucleophile. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.04.004

文献信息

• Synthesis and C-alkylation of C-protected β-enamino acid derivatives from oxa- thia- and imidazolines
  作者：Santos Fustero、M Dolores Díaz、Amparo Asensio、Antonio Navarro、Jiang She Kong、Enrique Aguilar

  DOI：10.1016/s0040-4020(99)00042-3

  日期：1999.2

  Various heterocycles 3a-h can be readily metallated and condensed with a variety of organic nitriles to afford C-protected beta-enamino acid derivatives 1 (or 2). Procedures for alkylation of compounds 1 to obtain 2 as well as a "one-pot" preparation of 2 from 3 are also described. (C) 1999 Elsevier Science Ltd. All rights reserved.