4-tert-butoxycarbonyl-3-[(3-diethylcarbamoylpyridin-4-yl)-hydroxymethyl]-benzo[1,4]oxazine | 1239882-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 4-tert-butoxycarbonyl-3-[(3-diethylcarbamoylpyridin-4-yl)-hydroxymethyl]-benzo[1,4]oxazine
• 英文别名: Tert-butyl 3-[[3-(diethylcarbamoyl)pyridin-4-yl]-hydroxymethyl]-1,4-benzoxazine-4-carboxylate；tert-butyl 3-[[3-(diethylcarbamoyl)pyridin-4-yl]-hydroxymethyl]-1,4-benzoxazine-4-carboxylate
• CAS: 1239882-91-7
• 化学式: C₂₄H₂₉N₃O₅
• 分子量: 439.511
• InChiKey: IBFCYXKKXQEKQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  92.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-tert-butoxycarbonyl-3-[(3-diethylcarbamoylpyridin-4-yl)-hydroxymethyl]-benzo[1,4]oxazine 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以80%的产率得到4-tert-butoxycarbonyl-3-[(3-diethylcarbamoylpyridin-4-carboyl)]-benzo[1,4]oxazine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzoxazinic analogues of ellipticine

  摘要：

  Original 1,4-benzoxazine analogues of ellipticine were prepared using a general synthetic route that relied on an anionic ring annulation as the key transformation. The interest of this approach lies on the possibility of an easy entrance to a wide range of derivatives from the phenol intermediate. In addition, this synthetic strategy offers a smart access to diverse structurally related heteroaryl annulated carbazole analogues of ellipticine just by replacing the starting heterocyclic core. Antiproliferative activities of newly synthesized derivatives were evaluated toward tumor cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.123
• 作为产物：
  描述：

  N,N-Diethyl-4-formyl-nicotinamide 、 4-(tert-butoxycarbonyl)-4H-1,4-benzoxazine 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.58h， 以64%的产率得到4-tert-butoxycarbonyl-3-[(3-diethylcarbamoylpyridin-4-yl)-hydroxymethyl]-benzo[1,4]oxazine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel benzoxazinic analogues of ellipticine

  摘要：

  Original 1,4-benzoxazine analogues of ellipticine were prepared using a general synthetic route that relied on an anionic ring annulation as the key transformation. The interest of this approach lies on the possibility of an easy entrance to a wide range of derivatives from the phenol intermediate. In addition, this synthetic strategy offers a smart access to diverse structurally related heteroaryl annulated carbazole analogues of ellipticine just by replacing the starting heterocyclic core. Antiproliferative activities of newly synthesized derivatives were evaluated toward tumor cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.123

文献信息

• Synthesis and biological evaluation of novel benzoxazinic analogues of ellipticine
  作者：Deborah Mousset、Rémi Rabot、Pascal Bouyssou、Gérard Coudert、Isabelle Gillaizeau

  DOI：10.1016/j.tetlet.2010.05.123

  日期：2010.7

  Original 1,4-benzoxazine analogues of ellipticine were prepared using a general synthetic route that relied on an anionic ring annulation as the key transformation. The interest of this approach lies on the possibility of an easy entrance to a wide range of derivatives from the phenol intermediate. In addition, this synthetic strategy offers a smart access to diverse structurally related heteroaryl annulated carbazole analogues of ellipticine just by replacing the starting heterocyclic core. Antiproliferative activities of newly synthesized derivatives were evaluated toward tumor cell lines. (C) 2010 Elsevier Ltd. All rights reserved.