(E)-methyl 6-hydroperoxy-6-methoxyundec-2-en-10-ynoate | 856868-43-4

• 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: (E)-methyl 6-hydroperoxy-6-methoxyundec-2-en-10-ynoate
• 英文别名: methyl (E)-6-hydroperoxy-6-methoxyundec-2-en-10-ynoate
• CAS: 856868-43-4
• 化学式: C₁₃H₂₀O₅
• 分子量: 256.299
• InChiKey: HDEHNHFNSXGDCB-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-methyl 6-hydroperoxy-6-methoxyundec-2-en-10-ynoate 在 二乙胺 作用下， 以 甲醇 、 2,2,2-三氟乙醇 为溶剂， 反应 10.0h， 生成 、 trans-methyl 2-(6-methoxy-6-(pent-4-ynyl)-1,2-dioxan-3-yl)acetate 、 cis-methyl 2-(6-methoxy-6-(pent-4-ynyl)-1,2-dioxan-3-yl)acetate
  参考文献：
  名称：

  Total Synthesis of Peroxyacarnoates A and D:  Metal-Mediated Couplings as a Convergent Approach to Polyunsaturated Peroxides

  摘要：

  The first syntheses of peroxyacarnoates A and D, members of a family of enyne-containing alkoxydioxanes, have been achieved on the basis of chemoselective ozonolysis within a polyunsaturated framework and Pd-mediated cross-couplings of a functionalized 1,2-dioxane.

  DOI：

  10.1021/ol050291m
• 作为产物：
  描述：

  (E)-methyl 6-methyleneundec-2-en-10-ynoate 、 甲醇 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以68%的产率得到(E)-methyl 6-hydroperoxy-6-methoxyundec-2-en-10-ynoate
  参考文献：
  名称：

  Total Synthesis of Peroxyacarnoates A and D:  Metal-Mediated Couplings as a Convergent Approach to Polyunsaturated Peroxides

  摘要：

  The first syntheses of peroxyacarnoates A and D, members of a family of enyne-containing alkoxydioxanes, have been achieved on the basis of chemoselective ozonolysis within a polyunsaturated framework and Pd-mediated cross-couplings of a functionalized 1,2-dioxane.

  DOI：

  10.1021/ol050291m

文献信息

• Total Synthesis of Peroxyacarnoates A and D:  Metal-Mediated Couplings as a Convergent Approach to Polyunsaturated Peroxides
  作者：Chunping Xu、Joseph M. Raible、Patrick H. Dussault

  DOI：10.1021/ol050291m

  日期：2005.6.1

  The first syntheses of peroxyacarnoates A and D, members of a family of enyne-containing alkoxydioxanes, have been achieved on the basis of chemoselective ozonolysis within a polyunsaturated framework and Pd-mediated cross-couplings of a functionalized 1,2-dioxane.