8,8-dimethyl-7-oxo-pelargonic acid methyl ester | 292859-14-4

• 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: 8,8-dimethyl-7-oxo-pelargonic acid methyl ester
• 英文别名: Methyl 8,8-dimethyl-7-oxononanoate
• CAS: 292859-14-4
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: ZUYOESPSNMVUPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8,8-dimethyl-7-oxo-pelargonic acid methyl ester 在 lithium hydroxide 、 potassium tert-butylate 、 水 、 对甲苯磺酸 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 69.5h， 生成 8,8-dimethyl-6-methylen-7-oxo-pelargonic acid
  参考文献：
  名称：

  A New Photocleavable Linker in Solid-Phase Chemistry for Ether Cleavage

  摘要：

  [GRAPHICS]We have designed a new linker (1) for the solid-phase synthesis that cleaves ether bonds photolytically. The linker was prepared in nine steps and anchored to the support via an amide bond. Photocleavage is a two-step process in which the immobilized alcohols are released by photolytic generation of a radical that undergoes a spontaneous beta-bond scission. The pivaloyl linker (1) was found to cleave off alcohols in high yields and purities. Only traces of acid (pH similar to 5.5) are necessary for an efficient cleavage.

  DOI：

  10.1021/ol006076h
• 作为产物：
  描述：

  2-叔丁基羰基庚二酸-1-甲基-7-叔丁基二酯 在 氢氧化钾 、 水 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 8,8-dimethyl-7-oxo-pelargonic acid methyl ester
  参考文献：
  名称：

  A New Photocleavable Linker in Solid-Phase Chemistry for Ether Cleavage

  摘要：

  [GRAPHICS]We have designed a new linker (1) for the solid-phase synthesis that cleaves ether bonds photolytically. The linker was prepared in nine steps and anchored to the support via an amide bond. Photocleavage is a two-step process in which the immobilized alcohols are released by photolytic generation of a radical that undergoes a spontaneous beta-bond scission. The pivaloyl linker (1) was found to cleave off alcohols in high yields and purities. Only traces of acid (pH similar to 5.5) are necessary for an efficient cleavage.

  DOI：

  10.1021/ol006076h