6-Bromo-7-chloro-7-methyl-3-methylideneoct-1-ene

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 6-Bromo-7-chloro-7-methyl-3-methylideneoct-1-ene
• 化学式: C₁₀H₁₆BrCl
• 分子量: 251.594
• InChiKey: GVQPIFWKCUAHDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  6-Bromo-7-chloro-7-methyl-3-methylideneoct-1-ene 在 溴 、 potassium carbonate 作用下， 以 正己烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone

  摘要：

  Over 160 chiral vicinal bromochlorinated natural products have been identified; however, a lack of synthetic methods for the selective incorporation of halogens into organic molecules has hindered their synthesis. Here we disclose the first total synthesis and structural confirmation of isoplocamenone and plocamenone, as well as the first selective and scalable synthesis of the preclinical anticancer natural product halomon. The synthesis of these inter-halogenated compounds has been enabled by our recently developed chemo-, regio-, and enantioselective dihalogenation reaction.

  DOI：

  10.1021/jacs.5b08398
• 作为产物：
  描述：

  月桂烯 在 Bu₄N⁽¹⁺⁾*BrCl₂^(1-) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以84%的产率得到6-Bromo-7-chloro-7-methyl-3-methylideneoct-1-ene
  参考文献：
  名称：

  A Three-Step Synthesis of Halomon

  摘要：

  DOI：

  10.1002/1521-3773(20001002)39:19<3430::aid-anie3430>3.0.co;2-3

文献信息

• Highly Selective Synthesis of Halomon, Plocamenone, and Isoplocamenone
  作者：Cyril Bucher、Richard M. Deans、Noah Z. Burns

  DOI：10.1021/jacs.5b08398

  日期：2015.10.14

  Over 160 chiral vicinal bromochlorinated natural products have been identified; however, a lack of synthetic methods for the selective incorporation of halogens into organic molecules has hindered their synthesis. Here we disclose the first total synthesis and structural confirmation of isoplocamenone and plocamenone, as well as the first selective and scalable synthesis of the preclinical anticancer natural product halomon. The synthesis of these inter-halogenated compounds has been enabled by our recently developed chemo-, regio-, and enantioselective dihalogenation reaction.
• A Three-Step Synthesis of Halomon
  作者：Takayuki Sotokawa、Takeshi Noda、Sun Pi、Masahiro Hirama

  DOI：10.1002/1521-3773(20001002)39:19<3430::aid-anie3430>3.0.co;2-3

  日期：2000.10.2