methyl 5-cupriopentoate | 139732-20-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 5-cupriopentoate
• CAS: 139732-20-0
• 化学式: C₆H₁₁CuO₂
• 分子量: 178.698
• InChiKey: RBXKCALMBBSXPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.29
• 重原子数：
  9.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  5-溴戊酸甲酯 、 tetrakiscopper(I) 在 P(C₄H₉)3 作用下， 以 乙二醇二甲醚 为溶剂， 生成 methyl 5-cupriopentoate
  参考文献：
  名称：

  远端酯官能化的有机铜试剂的形成和取代

  摘要：

  Remote ester-functionalized aryl and alkyl organocopper compounds have been produced through the use of a highly reactive form of copper. Methyl 5-bromopentanoate and various alkyl halobenzoates undergo oxidative addition with active copper to produce methyl 5-cupriopentanoate and alkyl cupriobenzoates, respectively, in moderate to good yields. These organocopper reagents will cross-couple with acid chlorides to form the corresponding keto esters and with alkyl halides to produce the corresponding alkylated esters in moderate to good yields. The organocopper compounds could also be converted to their respective homocoupled dimers in varying yields by appropriate oxidative or thermal methods. Methyl 5-cupriopentanoate has a slight tendency to undergo an intramolecular cyclization to form, after aqueous workup, cyclopentanone and methanol.

  DOI：

  10.1021/om00040a028