3-tert-butoxycarbonyl-4(3H)-quinazolinone | 438055-43-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-tert-butoxycarbonyl-4(3H)-quinazolinone
• 英文别名: 3-t-Butoxycarbonyl-3h-quinazolin-4-one；tert-butyl 4-oxoquinazoline-3-carboxylate
• CAS: 438055-43-7
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: YCJSHEHBVAHAGO-UHFFFAOYSA-N

物化性质

• 沸点：
  365.7±25.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-tert-butoxycarbonyl-4(3H)-quinazolinone 在 三氟乙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-(4(3H)-quinazolinon-2-yl)cyclohexanol
  参考文献：
  名称：

  Preparation of a Useful Synthetic Precursor, 2-Substituted 4(3H)-Quinazolinone: Directed Lithiation and N3-Deprotection of 3-t-Butoxycarbonyl-4(3H)-quinazolinone

  摘要：

  Directed lithiation of 3-t-butoxycarbonyl-4(3H)-quinazolinone using LDA was accomplished to afford 2-substituted 3-t-butoxycarbonyl-4(3H)quinazolinones. The t-butoxycarbonyl group of these products was easily deprotected to give key intermediates for the synthesis of quinazoline derivatives, 2-substituted 4(3H)-quinazolinones, in good yield.

  DOI：

  10.3987/com-01-9386
• 作为产物：
  描述：

  4-羟基喹唑啉 、 二碳酸二叔丁酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到3-tert-butoxycarbonyl-4(3H)-quinazolinone
  参考文献：
  名称：

  Preparation of a Useful Synthetic Precursor, 2-Substituted 4(3H)-Quinazolinone: Directed Lithiation and N3-Deprotection of 3-t-Butoxycarbonyl-4(3H)-quinazolinone

  摘要：

  Directed lithiation of 3-t-butoxycarbonyl-4(3H)-quinazolinone using LDA was accomplished to afford 2-substituted 3-t-butoxycarbonyl-4(3H)quinazolinones. The t-butoxycarbonyl group of these products was easily deprotected to give key intermediates for the synthesis of quinazoline derivatives, 2-substituted 4(3H)-quinazolinones, in good yield.

  DOI：

  10.3987/com-01-9386

文献信息

• Preparation of a Useful Synthetic Precursor, 2-Substituted 4(3H)-Quinazolinone: Directed Lithiation and N3-Deprotection of 3-t-Butoxycarbonyl-4(3H)-quinazolinone
  作者：Osamu Sugimoto、Yasuhiro Yamauchi、Ken-ichi Tanji

  DOI：10.3987/com-01-9386

  日期：——

  Directed lithiation of 3-t-butoxycarbonyl-4(3H)-quinazolinone using LDA was accomplished to afford 2-substituted 3-t-butoxycarbonyl-4(3H)quinazolinones. The t-butoxycarbonyl group of these products was easily deprotected to give key intermediates for the synthesis of quinazoline derivatives, 2-substituted 4(3H)-quinazolinones, in good yield.