4-(4-bromophenyl)-2-(3,4,5-trimethoxyphenyl)oxazol-5(4H)-one | 1344031-48-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-(4-bromophenyl)-2-(3,4,5-trimethoxyphenyl)oxazol-5(4H)-one
• 英文别名: 4-(4-bromophenyl)-2-(3,4,5-trimethoxyphenyl)-4H-1,3-oxazol-5-one
• CAS: 1344031-48-6
• 化学式: C₁₈H₁₆BrNO₅
• 分子量: 406.233
• InChiKey: LVBRPOKOKMRLLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  496.1±55.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1-(prop-2-yn-1-yl)cyclopentyl)methanol 、 4-(4-bromophenyl)-2-(3,4,5-trimethoxyphenyl)oxazol-5(4H)-one 在 Au(CH₃)(tBuXPhos) 、 S-联萘酚磷酸酯 作用下， 以 甲苯 为溶剂， 反应 15.0h， 生成 (R)-4-((R)-3-methyl-2-oxaspiro[4.4]nonan-3-yl)-4-phenyl-2-(3,4,5-trimethoxyphenyl)oxazol-5(4H)-one 、 (R)-4-((S)-3-methyl-2-oxaspiro[4.4]nonan-3-yl)-4-phenyl-2-(3,4,5-trimethoxyphenyl)oxazol-5(4H)-one 、 (S)-4-((R)-3-methyl-2-oxaspiro[4.4]nonan-3-yl)-4-phenyl-2-(3,4,5-trimethoxyphenyl)oxazol-5(4H)-one
  参考文献：
  名称：

  Enantioselective concomitant creation of vicinal quaternary stereogenic centers via cyclization of alkynols triggered addition of azlactones

  摘要：

  An asymmetric cyclization of alkynols triggered addition of azlactones catalyzed by a combined catalyst system consisting of a chiral gold phosphate and a phosphoric acid produces conformationally restricted amino acid precursors bearing vicinal quaternary stereogenic centers in high levels of stereoselectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.123

文献信息

• Enantioselective concomitant creation of vicinal quaternary stereogenic centers via cyclization of alkynols triggered addition of azlactones
  作者：Zhi-Yong Han、Rui Guo、Pu-Sheng Wang、Dian-Feng Chen、Han Xiao、Liu-Zhu Gong

  DOI：10.1016/j.tetlet.2011.08.123

  日期：2011.11

  An asymmetric cyclization of alkynols triggered addition of azlactones catalyzed by a combined catalyst system consisting of a chiral gold phosphate and a phosphoric acid produces conformationally restricted amino acid precursors bearing vicinal quaternary stereogenic centers in high levels of stereoselectivity. (C) 2011 Elsevier Ltd. All rights reserved.