methyl 3-methyldodecanoate

• 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 3-methyldodecanoate
• 英文别名: 3-Methyl-dodecansaeure-methylester；Methyl-3-methyldodecanoat；3-methyl-dodecanoic acid methyl ester；Methyl 3-methyldodecanoate
• 化学式: C₁₄H₂₈O₂
• 分子量: 228.375
• InChiKey: DQZFMUMNBXBWKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 3-methyldodecanoate 在 水 、 sodium hydroxide 作用下， 以 异丙醇 为溶剂， 以86%的产率得到3-甲基-十二烷酸
  参考文献：
  名称：

  Cylindrocyclophane Biosynthesis Involves Functionalization of an Unactivated Carbon Center

  摘要：

  The cylindrocyclophanes are a family of natural products that share a remarkable paracyclophane carbon scaffold. Using genome sequencing and bioinformatic analyses; we have discovered a biosynthetic gene cluster involved in the assembly of cylindrocyclophane F. Through a combination of in vitro enzyme characterization and feeding Studies, We Confirm the connection between this gene cluster and cylindrocyclophane production, elucidate the chemical events involved in initiating and terminating an unusual type I polyketide synthase assembly line, and discover that macrocycle assembly involves functionalization of an unactivated carbon center.

  DOI：

  10.1021/ja308318p
• 作为产物：
  描述：

  methyl trans/cis-2-dodecanoate 、 甲基溴化镁 在 copper(l) iodide 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以83%的产率得到methyl 3-methyldodecanoate
  参考文献：
  名称：

  Cylindrocyclophane Biosynthesis Involves Functionalization of an Unactivated Carbon Center

  摘要：

  The cylindrocyclophanes are a family of natural products that share a remarkable paracyclophane carbon scaffold. Using genome sequencing and bioinformatic analyses; we have discovered a biosynthetic gene cluster involved in the assembly of cylindrocyclophane F. Through a combination of in vitro enzyme characterization and feeding Studies, We Confirm the connection between this gene cluster and cylindrocyclophane production, elucidate the chemical events involved in initiating and terminating an unusual type I polyketide synthase assembly line, and discover that macrocycle assembly involves functionalization of an unactivated carbon center.

  DOI：

  10.1021/ja308318p

文献信息

• Cylindrocyclophane Biosynthesis Involves Functionalization of an Unactivated Carbon Center
  作者：Hitomi Nakamura、Hilary A. Hamer、Gopal Sirasani、Emily P. Balskus

  DOI：10.1021/ja308318p

  日期：2012.11.14

  The cylindrocyclophanes are a family of natural products that share a remarkable paracyclophane carbon scaffold. Using genome sequencing and bioinformatic analyses; we have discovered a biosynthetic gene cluster involved in the assembly of cylindrocyclophane F. Through a combination of in vitro enzyme characterization and feeding Studies, We Confirm the connection between this gene cluster and cylindrocyclophane production, elucidate the chemical events involved in initiating and terminating an unusual type I polyketide synthase assembly line, and discover that macrocycle assembly involves functionalization of an unactivated carbon center.