methyl 3-(4-chlorophenyl)-4-nitrobutanoate-4-11C | 1198154-69-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 3-(4-chlorophenyl)-4-nitrobutanoate-4-11C
• CAS: 1198154-69-6
• 化学式: C₁₁H₁₂ClNO₄
• 分子量: 256.663
• InChiKey: BBSPLHDGWUPJIL-JZRMKITLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 3-(4-chlorophenyl)-4-nitrobutanoate-4-11C 在 sodium tetrahydroborate 、 nickel (II) chloride hexahydrate 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 0.05h， 生成
  参考文献：
  名称：

  Synthesis of (R,S)-[4-11C]baclofen via Michael addition of nitromethane labeled with short-lived 11C

  摘要：

  The synthesis of (R, S)-[4-C-11] baclofen, the first C-11-labeled GABA(B) agonist, was demonstrated via Michael addition of nitro[C-11] methane as a key step. A tetrabutylammonium. uoride promoted Michael addition of nitro[C-11] methane to methyl p-chlorocinnamate, followed by the nitro-group reduction in the presence of NiCl2 and NaBH4 in aqueous MeOH and alkaline hydrolysis yielded (R, S)-[4-C-11] baclofen in 36.4 +/- 1.8% radiochemical conversion in three steps within 20 min. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.097
• 作为产物：
  描述：

  4-氯肉桂酸甲酯 、 nitro-(11)C-methane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.05h， 生成 methyl 3-(4-chlorophenyl)-4-nitrobutanoate-4-11C
  参考文献：
  名称：

  Synthesis of (R,S)-[4-11C]baclofen via Michael addition of nitromethane labeled with short-lived 11C

  摘要：

  The synthesis of (R, S)-[4-C-11] baclofen, the first C-11-labeled GABA(B) agonist, was demonstrated via Michael addition of nitro[C-11] methane as a key step. A tetrabutylammonium. uoride promoted Michael addition of nitro[C-11] methane to methyl p-chlorocinnamate, followed by the nitro-group reduction in the presence of NiCl2 and NaBH4 in aqueous MeOH and alkaline hydrolysis yielded (R, S)-[4-C-11] baclofen in 36.4 +/- 1.8% radiochemical conversion in three steps within 20 min. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.097