2-methyl-4-(6-methylpyridin-2-yl)but-3-yn-2-ol | 923971-91-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-methyl-4-(6-methylpyridin-2-yl)but-3-yn-2-ol
• CAS: 923971-91-9
• 化学式: C₁₁H₁₃NO
• 分子量: 175.23
• InChiKey: SSYRIWAAURZWJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  297.7±35.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-4-(6-methylpyridin-2-yl)but-3-yn-2-ol 在 bis-triphenylphosphine-palladium(II) chloride 吡啶 、 sodium hydroxide 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 66.0h， 生成 3-((6-methylpyridin-2-yl)ethynyl)cyclohex-2-enone O-methyl oxime
  参考文献：
  名称：

  ABP688, a novel selective and high affinity ligand for the labeling of mGlu5 receptors: Identification, in vitro pharmacology, pharmacokinetic and biodistribution studies

  摘要：

  [C-11]ABP688 (2) has recently been demonstrated to be a useful PET tracer for in vivo imaging of the metabotropic glutamate receptors type 5 (mGluR5) in rodents. We describe here the identification and preclinical profiling of ABP688 and its tritiated version [H-3]ABP688, and show that its high affinity (K-d = 2 nM), selectivity, and pharmacokinetic properties fulfill all requirements for development as a PET tracer for clinical imaging of the mGlu5 receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.038
• 作为产物：
  描述：

  2-溴-6-甲基吡啶 、 2-甲基-3-丁炔-2-醇 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 反应 2.0h， 生成 2-methyl-4-(6-methylpyridin-2-yl)but-3-yn-2-ol
  参考文献：
  名称：

  ABP688, a novel selective and high affinity ligand for the labeling of mGlu5 receptors: Identification, in vitro pharmacology, pharmacokinetic and biodistribution studies

  摘要：

  [C-11]ABP688 (2) has recently been demonstrated to be a useful PET tracer for in vivo imaging of the metabotropic glutamate receptors type 5 (mGluR5) in rodents. We describe here the identification and preclinical profiling of ABP688 and its tritiated version [H-3]ABP688, and show that its high affinity (K-d = 2 nM), selectivity, and pharmacokinetic properties fulfill all requirements for development as a PET tracer for clinical imaging of the mGlu5 receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.10.038

文献信息

• Copper-Promoted Coupling of Carbon Dioxide and Propargylic Alcohols: Expansion of Substrate Scope and Trapping of Vinyl Copper Intermediate
  作者：Lu Ouyang、Xiaodong Tang、Haitao He、Chaorong Qi、Wenfang Xiong、Yanwei Ren、Huanfeng Jiang

  DOI：10.1002/adsc.201500088

  日期：2015.8.10

  ne, copper iodide could efficiently catalyze the coupling of internal propargylic alcohols with carbon dioxide to afford the corresponding α‐alkylidene cyclic carbonates in moderate to excellent yields. Moreover, we have developed a new and versatile protocol for the chemo‐ and stereoselective synthesis of a wide range of (E)‐α‐iodoalkylidene cyclic carbonates from carbon dioxide, propargylic alcohols

  我们已经成功地证明，在N，N-二异丙基乙胺的存在下，碘化铜可以有效地催化内部炔丙醇与二氧化碳的偶联，从而以中等至极好的收率提供相应的α-亚烷基环状碳酸酯。此外，我们已经开发了一种新的通用协议，可以使用铜盐作为促进剂，从二氧化碳，炔丙醇和碘化钾化学合成和立体选择性合成多种（E）-α-碘亚烷基环状碳酸酯。建议该方法通过原位产生的三碘化物离子作为亲电子试剂捕集乙烯基铜中间体来进行。