(3-tert-butoxycarbonyl-4(3H)-quinazolinon-2-yl)phenylmethanol | 438055-47-1

• 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)-quinazolinon-2-yl)phenylmethanol
• 英文别名: Tert-butyl 2-[hydroxy(phenyl)methyl]-4-oxoquinazoline-3-carboxylate
• CAS: 438055-47-1
• 化学式: C₂₀H₂₀N₂O₄
• 分子量: 352.39
• InChiKey: NKNCLSSAKPNUBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  79.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3-tert-butoxycarbonyl-4(3H)-quinazolinon-2-yl)phenylmethanol 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到2-(α-Hydroxybenzyl)-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
• 作为产物：
  描述：

  4-羟基喹唑啉 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (3-tert-butoxycarbonyl-4(3H)-quinazolinon-2-yl)phenylmethanol
  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.