methyl 4-(2,5-dihydroxybenzylimino)<7-14C>benzoate | 175018-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: methyl 4-(2,5-dihydroxybenzylimino)<7-14C>benzoate
• 英文别名: Methyl 4-[(2,5-dihydroxyphenyl)methylideneamino]benzoate
• CAS: 175018-99-2
• 化学式: C₁₅H₁₃NO₄
• 分子量: 273.262
• InChiKey: LSGHBKWYUMGHOQ-HRBFZRADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  79.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 4-(2,5-dihydroxybenzylimino)<7-14C>benzoate 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 methyl 4-(2,5-dihydroxy<7-3H>benzylamino)benzoate
  参考文献：
  名称：

  Synthesis of [benzyl-7-3H] and [benzoyl-7-14C] methyl 4-(2,5-dihydroxybenzylamino)benzoate

  摘要：

  4-Amino[7-C-14]benzoic acid (3) is prepared by carbonation of the lithium salt of N,N-bis(trimethylsilyl)aniline. The methyl ester (4) of 3 is generated with trimethylsilyldiazomethane, and 4 is coupled with 2,5-dihydroxybenzaldehyde to yield methyl 4-(2,5-dihydroxybenzylimino)[7-C-14]benzoate (5). 5 is reduced with sodium cyanoborohydride to give methyl 4-(2,5-dihydroxybenzylamino)[7-C-14]-benzoate with a specific activity of 38.9 mCi/mmol. Unlabeled 5 is reduced with tritium gas to give methyl 4-(2,5-dihydroxy[7-H-3]-benzylamino)benzoate with specific activity of 7.6 Ci/mmol.

  DOI：

  10.1002/(sici)1099-1344(199602)38:2<187::aid-jlcr832>3.0.co;2-3
• 作为产物：
  描述：

  2,5-二羟基苯甲醛 、 methyl 4-amino<7-14C>benzoate 以 甲醇 为溶剂， 反应 24.0h， 生成 methyl 4-(2,5-dihydroxybenzylimino)<7-14C>benzoate
  参考文献：
  名称：

  Synthesis of [benzyl-7-3H] and [benzoyl-7-14C] methyl 4-(2,5-dihydroxybenzylamino)benzoate

  摘要：

  4-Amino[7-C-14]benzoic acid (3) is prepared by carbonation of the lithium salt of N,N-bis(trimethylsilyl)aniline. The methyl ester (4) of 3 is generated with trimethylsilyldiazomethane, and 4 is coupled with 2,5-dihydroxybenzaldehyde to yield methyl 4-(2,5-dihydroxybenzylimino)[7-C-14]benzoate (5). 5 is reduced with sodium cyanoborohydride to give methyl 4-(2,5-dihydroxybenzylamino)[7-C-14]-benzoate with a specific activity of 38.9 mCi/mmol. Unlabeled 5 is reduced with tritium gas to give methyl 4-(2,5-dihydroxy[7-H-3]-benzylamino)benzoate with specific activity of 7.6 Ci/mmol.

  DOI：

  10.1002/(sici)1099-1344(199602)38:2<187::aid-jlcr832>3.0.co;2-3