methyl 2-(2-iodobenzamido)-4-methylpentanoate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-(2-iodobenzamido)-4-methylpentanoate
• 英文别名: methyl N-[(2-iodophenyl)carbonyl]leucinate；methyl 2-[(2-iodobenzoyl)amino]-4-methylpentanoate
• 化学式: C₁₄H₁₈INO₃
• mdl: MFCD03144775
• 分子量: 375.206
• InChiKey: VGEHSOPFWIXDQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-iodobenzamido)-4-methylpentanoate 、 苯乙腈 在 copper(l) iodide 、 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 以93%的产率得到3-isobutyl-10-phenylimidazo[1,2-b]isoquinoline-2,5(1H,3H)-dione
  参考文献：
  名称：

  异喹啉酮融合和Iminoisoindolinone衍生物的合成通过一个铜催化区域选择性切换处理

  摘要：

  AbstractCopper‐catalyzed base switching procedures for the synthesis of various fused isoquinolinone derivatives and iminoisoindolinone derivatives from the same starting materials have been developed. In these reaction sequences it is found that benzyl cyanide acts as a nucleophile in the presence of strong bases while it acts as a cyanide donor in the presence of weak bases. A wide substrate scope, good functional group tolerance, and handy reaction conditions are the important features of these protocols. Futhermore, using these protocols a wide variety of imidazolone‐fused isoquinolinone derivatives, pyrimidinone‐fused isoquinolinone derivatives, a diazapinone‐fused isoquinolinone derivative and iminoisoindolinone derivatives were accessed in excellent to moderate yields.magnified image

  DOI：

  10.1002/adsc.201301105