2-(1,2,3,4,5-Pentamethylcyclopenta-2,4-dien-1-yl)-4,5-dihydro-1,3-oxazole | 552290-47-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: 2-(1,2,3,4,5-Pentamethylcyclopenta-2,4-dien-1-yl)-4,5-dihydro-1,3-oxazole
• CAS: 552290-47-8
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: DUEYRDRKGQSCDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  270.0±29.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  N-苯基马来酰亚胺 、 2-(1,2,3,4,5-Pentamethylcyclopenta-2,4-dien-1-yl)-4,5-dihydro-1,3-oxazole 以 四氯化碳 为溶剂， 以100%的产率得到(1S,7R)-10-(4,5-Dihydro-oxazol-2-yl)-1,7,8,9,10-pentamethyl-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
  参考文献：
  名称：

  De novo designed contrasteric Diels–Alder reactions of 5-(2-oxazolynyl)-1,2,3,4,5-pentamethylcyclopentadiene

  摘要：

  5-(2-Oxazolynyl)cyclopentadiene was designed on the basis of the orbital mixing rule to react with dienophiles with highly contrasteric manner in Diels-Alder reactions. The design was validated by the synthesis and reactions of the corresponding pentamethyl derivative, 5-(2-oxazolynyl)-1,2,3,4,5-pentamethylcyclopentadiene, to afford the products with the ratios of syn/anti-89-93/11-7. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00157-6
• 作为产物：
  描述：

  2-溴乙胺氢溴酸盐 、 1,2,3,4,5-五甲基-2,4-环戊二烯-1-甲酰氯 在 三乙胺 作用下， 以 苯 为溶剂， 反应 24.0h， 以51%的产率得到2-(1,2,3,4,5-Pentamethylcyclopenta-2,4-dien-1-yl)-4,5-dihydro-1,3-oxazole
  参考文献：
  名称：

  De novo designed contrasteric Diels–Alder reactions of 5-(2-oxazolynyl)-1,2,3,4,5-pentamethylcyclopentadiene

  摘要：

  5-(2-Oxazolynyl)cyclopentadiene was designed on the basis of the orbital mixing rule to react with dienophiles with highly contrasteric manner in Diels-Alder reactions. The design was validated by the synthesis and reactions of the corresponding pentamethyl derivative, 5-(2-oxazolynyl)-1,2,3,4,5-pentamethylcyclopentadiene, to afford the products with the ratios of syn/anti-89-93/11-7. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00157-6