2-[(5-Methoxyphenanthren-9-yl)-methylamino]-2-oxoacetic acid | 197841-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-[(5-Methoxyphenanthren-9-yl)-methylamino]-2-oxoacetic acid
• CAS: 197841-05-7
• 化学式: C₁₈H₁₅NO₄
• 分子量: 309.321
• InChiKey: FXEMCSRWKJOQRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(5-Methoxyphenanthren-9-yl)-methylamino]-2-oxoacetic acid 在 草酰氯 、 四氯化锡 作用下， 生成 2-demethoxycepharadione-B
  参考文献：
  名称：

  Sequential bicyclization of biphenyl acetamides promoted by (COCl)2/SnCl4. Total synthesis of 4,5-dioxoaporphines

  摘要：

  The reaction of biphenyl acetamides with excess of oxalyl chloride/stannyl chloride offers a one pot, high-yield entry to 4,5-dioxoaporphine alkaloids. This strategy has been applied to the synthesis of 4,5-dioxodehydrocorydine starting from 1-iodo-2,3-dimethoxybenzene. The cytotoxicity of tetraoxygenated 4,5-dioxoaporphines has been evaluated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00923-x
• 作为产物：
  描述：

  2-联苯-(2-甲氧基)乙酸 在 草酰氯 、 四氯化锡 作用下， 以 吡啶 、 水 、 三乙胺 、 丙酮 、 苯 为溶剂， 反应 73.75h， 生成 2-[(5-Methoxyphenanthren-9-yl)-methylamino]-2-oxoacetic acid
  参考文献：
  名称：

  Sequential bicyclization of biphenyl acetamides promoted by (COCl)2/SnCl4. Total synthesis of 4,5-dioxoaporphines

  摘要：

  The reaction of biphenyl acetamides with excess of oxalyl chloride/stannyl chloride offers a one pot, high-yield entry to 4,5-dioxoaporphine alkaloids. This strategy has been applied to the synthesis of 4,5-dioxodehydrocorydine starting from 1-iodo-2,3-dimethoxybenzene. The cytotoxicity of tetraoxygenated 4,5-dioxoaporphines has been evaluated. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00923-x

文献信息

• Sequential bicyclization of biphenyl acetamides promoted by (COCl)2/SnCl4. Total synthesis of 4,5-dioxoaporphines
  作者：Rafael Suau、Juan Manuel López-Romero、Rodrigo Rico

  DOI：10.1016/s0040-4020(97)00923-x

  日期：1997.10

  The reaction of biphenyl acetamides with excess of oxalyl chloride/stannyl chloride offers a one pot, high-yield entry to 4,5-dioxoaporphine alkaloids. This strategy has been applied to the synthesis of 4,5-dioxodehydrocorydine starting from 1-iodo-2,3-dimethoxybenzene. The cytotoxicity of tetraoxygenated 4,5-dioxoaporphines has been evaluated. (C) 1997 Elsevier Science Ltd.