4-(3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yloxy)-piperidine-1-carboxylic acid tert-butyl ester | 544694-95-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 4-(3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yloxy)-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 544694-95-3
• 化学式: C₁₈H₂₄N₂O₅
• 分子量: 348.399
• InChiKey: YDTQEVYXOJWPGM-UHFFFAOYSA-N

物化性质

• 沸点：
  523.4±50.0 °C(predicted)
• 密度：
  1.224±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  77.1
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yloxy)-piperidine-1-carboxylic acid tert-butyl ester 在 羟胺 、 乙酸酐 、 caesium carbonate 、 溶剂黄146 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-Methyl-2-[3-oxo-7-(piperidin-4-yloxy)-2,3-dihydro-benzo[1,4]oxazin-4-ylmethyl]-1H-indole-6-carboxamidine
  参考文献：
  名称：

  Design, synthesis and structure–Activity relationships of benzoxazinone-Based factor Xa inhibitors

  摘要：

  A series of benzoxazinone derivatives was designed and synthesized as factor Xa inhibitors. We demonstrated that the naphthyl moiety in the aniline-based compounds I and 2 can be replaced with benzene-fused heterobicycles and biaryls to give factor Xa inhibitors with improved trypsin selectivity. The P4 modifications lead to monoamidines which are moderately active. The benzoxazinones 41-45 are potent against factor Xa, retain the improved trypsin selectivity of the corresponding aniline-based compounds, and show strong antithrombotic effect dose responsively. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00927-7
• 作为产物：
  描述：

  N-Boc-4-羟基哌啶 、 7-溴-2H-苯并[b][1,4]噁嗪-3(4H)-酮 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 4-(3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazin-7-yloxy)-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Design, synthesis and structure–Activity relationships of benzoxazinone-Based factor Xa inhibitors

  摘要：

  A series of benzoxazinone derivatives was designed and synthesized as factor Xa inhibitors. We demonstrated that the naphthyl moiety in the aniline-based compounds I and 2 can be replaced with benzene-fused heterobicycles and biaryls to give factor Xa inhibitors with improved trypsin selectivity. The P4 modifications lead to monoamidines which are moderately active. The benzoxazinones 41-45 are potent against factor Xa, retain the improved trypsin selectivity of the corresponding aniline-based compounds, and show strong antithrombotic effect dose responsively. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(02)00927-7