(Z)-2-Methyl-octadec-9-en-1-ol | 358740-15-5

• 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: (Z)-2-Methyl-octadec-9-en-1-ol
• CAS: 358740-15-5
• 化学式: C₁₉H₃₈O
• 分子量: 282.51
• InChiKey: IDYXGRIYBWEOMH-KHPPLWFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.26
• 重原子数：
  20.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (Z)-2-Methyl-octadec-9-en-1-ol 在 乙醇 、 水 、 戴斯-马丁氧化剂 、 乙酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 为溶剂， 反应 93.0h， 生成 (Z)-2-Methyl-1-oxazolo[4,5-b]pyridin-2-yl-octadec-9-en-1-one
  参考文献：
  名称：

  α-Keto heterocycle inhibitors of fatty acid amide hydrolase: carbonyl group modification and α-substitution

  摘要：

  Two sets of novel analogues of the recently disclosed alpha -keto heterocycle inhibitors of fatty acid amide hydrolase (FAAH), the enzyme responsible for regulation of endogenous oleamide and anandamide, were synthesized and evaluated in order to clarify a role of the electrophilic carbonyl group and structural features important for their activity. Both the electrophilic carbonyl and the degree of alpha -substitution markedly affect inhibitor potency. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00211-6
• 作为产物：
  描述：

  methyl 2-methyloleoate 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以100%的产率得到(Z)-2-Methyl-octadec-9-en-1-ol
  参考文献：
  名称：

  α-Keto heterocycle inhibitors of fatty acid amide hydrolase: carbonyl group modification and α-substitution

  摘要：

  Two sets of novel analogues of the recently disclosed alpha -keto heterocycle inhibitors of fatty acid amide hydrolase (FAAH), the enzyme responsible for regulation of endogenous oleamide and anandamide, were synthesized and evaluated in order to clarify a role of the electrophilic carbonyl group and structural features important for their activity. Both the electrophilic carbonyl and the degree of alpha -substitution markedly affect inhibitor potency. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00211-6

文献信息

• Cyclometalated (NNC)Ru(<scp>ii</scp>) complex catalyzed β-methylation of alcohols using methanol
  作者：Kasturi Ganguli、Natalia V. Belkova、Sabuj Kundu

  DOI：10.1039/d1dt03967a

  日期：——

  this strategy, a wide range of primary, secondary, and aliphatic straight chain alcohols were selectively methylated. This protocol was further employed for the methylation of a few natural products and the gram scale synthesis of β-methylated alcohols. A series of control experiments and kinetic studies were performed to understand the plausible reaction mechanism.

  合成了含有基于菲咯啉的新配体及其相应的Ru( II )配合物的吲哚基片段，并通过各种光谱技术对其进行了充分表征。研究了这些新合成的环金属化 (NNC)Ru( II ) 配合物对使用甲醇对醇进行 β-甲基化的催化活性。值得注意的是，这些配合物与各种 (NNN)Ru( II) 配合物。利用这种策略，多种伯醇、仲醇和脂肪族直链醇被选择性甲基化。该协议进一步用于一些天然产物的甲基化和 β-甲基化醇的克级合成。进行了一系列对照实验和动力学研究，以了解合理的反应机制。