Methyl 4,11-dimethyldodecanoate

• 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 4,11-dimethyldodecanoate
• 英文别名: methyl 4,11-dimethyldodecanoate
• 化学式: C₁₅H₃₀O₂
• 分子量: 242.402
• InChiKey: DIVXMFVEJNTQPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  17
• 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：

  四氢吡咯 、 Methyl 4,11-dimethyldodecanoate 在 溶剂黄146 作用下， 反应 24.0h， 生成 4,11-Dimethyldodecanoylpyrrolidine
  参考文献：
  名称：

  Characterization of Novel Methyl-Branched Chain Fatty Acids from a Halophilic Bacillus Species

  摘要：

  The 4-methylated fatty acids 4,9-dimethyldecanoic, 4,11-dimethyldodecanoic, 4,10-dimethyldodecanoic, and 4,13-dimethyltetradecanoic acid as well as the 2-methylated fatty acids 2,13-dimethyltetradecanoic and 2, 12-dimethyltetradecanoic acid were identified for the first time in nature in the halophilic bacterium Bacillus sp. isolated from the salt pans of Burgas in Bulgaria. The principal fatty acids in this bacterium were a series of iso-anteiso fatty acids with chain lengths between C-11 and C-19, but an interesting series of linear alkylbenzene fatty acids with chain lengths between C-10 and C-14, such as 12-phenyldodecanoic acid, were also identified. The novel 4-methylated fatty acids were characterized using a combination of GC-MS and chemical transformations such as N-acylpyrrolidide derivatization. The 2-methylated fatty acids were also identified by GC-MS and gas chromatographic coelution with synthetic samples. The novel methyl-branched fatty acids probably originated from the selective incorporation of methylmalonyl-CoA by one of the fatty acid-synthesizing enzymes of the bacterium.

  DOI：

  10.1021/np000494d
• 作为产物：
  描述：

  methyl 4,11-dimethyldodec-2-enoate 在 platinum on carbon 、 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、4.0 MPa 条件下， 反应 1.0h， 以91%的产率得到Methyl 4,11-dimethyldodecanoate
  参考文献：
  名称：

  来自放线菌 Micromonospora aurantiaca 的新型脂肪酸甲酯。

  摘要：

  Micromonospora aurantiaca 释放的挥发物通过闭环汽提装置 (CLSA) 收集并通过 GC-MS 进行分析。顶空提取物包含来自不同类别的 90 多种化合物。脂肪酸甲酯 (FAME) 包括主要化合物类别，包括饱和无支链、单甲基和二甲基支链 FAME，具有不同的结构变体：未支化、α-支化、γ-支化、(omega-1)-支化、(omega-2)-分支、α-和 (omega-1)-分支、γ-和 (omega-1)-分支、γ-和 (omega-2)-分支以及γ-和 (omega-3)-分支的 FAME。前三种类型的 FAME 之前没有从自然资源中描述过。所有 FAME 的结构都是根据其质谱和保留指数增量系统提出的，并通过关键参考化合物的合成进行验证。此外，还从质谱中推导出了两种 FAME，即 4,8-二甲基十二酸甲酯和乙基支化化合物 8-乙基-4-甲基十二酸甲酯的结构。用同位素标记的

  DOI：

  10.3762/bjoc.7.200

文献信息

• Novel fatty acid methyl esters from the actinomycete <i>Micromonospora aurantiaca</i>
  作者：Jeroen S Dickschat、Hilke Bruns、Ramona Riclea

  DOI：10.3762/bjoc.7.200

  日期：——

  structures for all FAMEs have been suggested based on their mass spectra and on a retention index increment system and verified by the synthesis of key reference compounds. In addition, the structures of two FAMEs, methyl 4,8-dimethyldodecanoate and the ethyl-branched compound methyl 8-ethyl-4-methyldodecanoate were deduced from their mass spectra. Feeding experiments with isotopically labelled [(2)H(10)]leucine

  Micromonospora aurantiaca 释放的挥发物通过闭环汽提装置 (CLSA) 收集并通过 GC-MS 进行分析。顶空提取物包含来自不同类别的 90 多种化合物。脂肪酸甲酯 (FAME) 包括主要化合物类别，包括饱和无支链、单甲基和二甲基支链 FAME，具有不同的结构变体：未支化、α-支化、γ-支化、(omega-1)-支化、(omega-2)-分支、α-和 (omega-1)-分支、γ-和 (omega-1)-分支、γ-和 (omega-2)-分支以及γ-和 (omega-3)-分支的 FAME。前三种类型的 FAME 之前没有从自然资源中描述过。所有 FAME 的结构都是根据其质谱和保留指数增量系统提出的，并通过关键参考化合物的合成进行验证。此外，还从质谱中推导出了两种 FAME，即 4,8-二甲基十二酸甲酯和乙基支化化合物 8-乙基-4-甲基十二酸甲酯的结构。用同位素标记的
• Characterization of Novel Methyl-Branched Chain Fatty Acids from a Halophilic <i>Bacillus</i> Species
  作者：Néstor M. Carballeira、Carlos Miranda、César M. Lozano、Jordan T. Nechev、Albena Ivanova、Kamen Stefanov、Mirolyuba Ilieva、Iva Tzvetkova

  DOI：10.1021/np000494d

  日期：2001.2.1

  The 4-methylated fatty acids 4,9-dimethyldecanoic, 4,11-dimethyldodecanoic, 4,10-dimethyldodecanoic, and 4,13-dimethyltetradecanoic acid as well as the 2-methylated fatty acids 2,13-dimethyltetradecanoic and 2, 12-dimethyltetradecanoic acid were identified for the first time in nature in the halophilic bacterium Bacillus sp. isolated from the salt pans of Burgas in Bulgaria. The principal fatty acids in this bacterium were a series of iso-anteiso fatty acids with chain lengths between C-11 and C-19, but an interesting series of linear alkylbenzene fatty acids with chain lengths between C-10 and C-14, such as 12-phenyldodecanoic acid, were also identified. The novel 4-methylated fatty acids were characterized using a combination of GC-MS and chemical transformations such as N-acylpyrrolidide derivatization. The 2-methylated fatty acids were also identified by GC-MS and gas chromatographic coelution with synthetic samples. The novel methyl-branched fatty acids probably originated from the selective incorporation of methylmalonyl-CoA by one of the fatty acid-synthesizing enzymes of the bacterium.