2-((2-ethoxy-5,9-dimethyldeca-1,8-dien-3-yl)oxy)-6-fluoropyridine | 1337568-71-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-((2-ethoxy-5,9-dimethyldeca-1,8-dien-3-yl)oxy)-6-fluoropyridine
• 英文别名: 2-(2-Ethoxy-5,9-dimethyldeca-1,8-dien-3-yl)oxy-6-fluoropyridine；2-(2-ethoxy-5,9-dimethyldeca-1,8-dien-3-yl)oxy-6-fluoropyridine
• CAS: 1337568-71-4
• 化学式: C₁₉H₂₈FNO₂
• 分子量: 321.435
• InChiKey: YCJYPXATFKWEGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-ethyl S-(2-((8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl) carbonodithioate 、 2-((2-ethoxy-5,9-dimethyldeca-1,8-dien-3-yl)oxy)-6-fluoropyridine 在 过氧化双月桂酰 、 silica gel 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以56%的产率得到(8S,9S,10R,13S,14S,17R)-17-(7,11-dimethyl-4-oxododec-10-enoyl)-17-hydroxy-10,13-dimethyl-7,8,9,10,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,11(2H,6H)-dione
  参考文献：
  名称：

  Modular Approach to Saturated and α,β-Unsaturated Ketones

  摘要：

  2-Fluoro-6-pyridinyloxy derivatives of 2-ethoxyvinyl carbinois react with radicals derived from xanthates by an addition fragmentation pathway to give highly functionalized ketones after acid hydrolysis. 1,4-Diketones are readily accessible by this approach. alpha,beta-Unsaturated ketones can be obtained by starting with geminal acetoxy xanthates prepared by addition of a simpler xanthate to vinyl acetate.

  DOI：

  10.1021/ol202399c
• 作为产物：
  描述：

  香茅醛 在 叔丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 二甲基亚砜 、 mineral oil 为溶剂， 反应 0.33h， 生成 2-((2-ethoxy-5,9-dimethyldeca-1,8-dien-3-yl)oxy)-6-fluoropyridine
  参考文献：
  名称：

  Modular Approach to Saturated and α,β-Unsaturated Ketones

  摘要：

  2-Fluoro-6-pyridinyloxy derivatives of 2-ethoxyvinyl carbinois react with radicals derived from xanthates by an addition fragmentation pathway to give highly functionalized ketones after acid hydrolysis. 1,4-Diketones are readily accessible by this approach. alpha,beta-Unsaturated ketones can be obtained by starting with geminal acetoxy xanthates prepared by addition of a simpler xanthate to vinyl acetate.

  DOI：

  10.1021/ol202399c

文献信息

• A Versatile Route to Acyl (MIDA)Boronates
  作者：Hui Qiao、Jean Michalland、Qi Huang、Samir Z. Zard

  DOI：10.1002/chem.202302235

  日期：2023.10.18

  Exploiting the reactivity of the novel acetyl (MiDA)boronate radical allows access to a broad range of acyl (MIDA)boronates, which in suitable cases can be converted into B(MIDA) substituted furans and pyrroles.

  利用新型乙酰基 (MiDA) 硼酸酯自由基的反应性，可以获得多种酰基 (MIDA) 硼酸酯，在合适的情况下，这些酰基 (MIDA) 硼酸酯可以转化为 B(MIDA) 取代的呋喃和吡咯。
• Modular Approach to Saturated and α,β-Unsaturated Ketones
  作者：Laurent Debien、Béatrice Quiclet-Sire、Samir Z. Zard

  DOI：10.1021/ol202399c

  日期：2011.10.21

  2-Fluoro-6-pyridinyloxy derivatives of 2-ethoxyvinyl carbinois react with radicals derived from xanthates by an addition fragmentation pathway to give highly functionalized ketones after acid hydrolysis. 1,4-Diketones are readily accessible by this approach. alpha,beta-Unsaturated ketones can be obtained by starting with geminal acetoxy xanthates prepared by addition of a simpler xanthate to vinyl acetate.