2,6,10-三甲基-1-十一碳烯-4-醇 | 326926-00-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2,6,10-三甲基-1-十一碳烯-4-醇
• 英文名称: 2,6,10-trimethyl-1-undecen-4-ol
• 英文别名: 2,6,10-Trimethylundec-1-en-4-ol
• CAS: 326926-00-5
• 化学式: C₁₄H₂₈O
• 分子量: 212.376
• InChiKey: NLCSEERHKOSCTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,6,10-三甲基-1-十一碳烯-4-醇 在 二甲基硫 、 氧气 、 对甲苯磺酸 、 臭氧 、 sodium sulfate 作用下， 生成 3E 6,10-dimethyl-3-undecen-2-one
  参考文献：
  名称：

  Synthesis ofS-(+)-hydroprene

  摘要：

  A novel path to S-(+)-hydroprene (1) starting from the technical grade S-(+)-dihydromyrcene (2, e.e. greater-than-or-equal-to 50%) is proposed. The latter was selectively transformed into S-3,7-dimethyloctanal (5) in three steps including hydroalumination. The reactions of 5 with allyl- or methallylmagnesium chloride followed, respectively, either by oxygenation in the presence of PdCl2/CuCl or by ozonolysis, afford SE-6,10-dimethyl-3-undecen-2-one (7) which was treated with ethoxyethynylmagnesium bromide to give the title juvenile hormone analogue in approximately 23% overall yield.

  DOI：

  10.1007/bf00699985
• 作为产物：
  描述：

  二甲基-1-辛醇 在 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 2,6,10-三甲基-1-十一碳烯-4-醇
  参考文献：
  名称：

  Synthesis ofS-(+)-hydroprene

  摘要：

  A novel path to S-(+)-hydroprene (1) starting from the technical grade S-(+)-dihydromyrcene (2, e.e. greater-than-or-equal-to 50%) is proposed. The latter was selectively transformed into S-3,7-dimethyloctanal (5) in three steps including hydroalumination. The reactions of 5 with allyl- or methallylmagnesium chloride followed, respectively, either by oxygenation in the presence of PdCl2/CuCl or by ozonolysis, afford SE-6,10-dimethyl-3-undecen-2-one (7) which was treated with ethoxyethynylmagnesium bromide to give the title juvenile hormone analogue in approximately 23% overall yield.

  DOI：

  10.1007/bf00699985

文献信息

• Synthesis ofS-(+)-hydroprene
  作者：V. N. Odinokov、G. Yu. Ishmuratov、R. Ya. Kharisov、E. P. Serebryakov、G. A. Tolstikov

  DOI：10.1007/bf00699985

  日期：1993.1

  A novel path to S-(+)-hydroprene (1) starting from the technical grade S-(+)-dihydromyrcene (2, e.e. greater-than-or-equal-to 50%) is proposed. The latter was selectively transformed into S-3,7-dimethyloctanal (5) in three steps including hydroalumination. The reactions of 5 with allyl- or methallylmagnesium chloride followed, respectively, either by oxygenation in the presence of PdCl2/CuCl or by ozonolysis, afford SE-6,10-dimethyl-3-undecen-2-one (7) which was treated with ethoxyethynylmagnesium bromide to give the title juvenile hormone analogue in approximately 23% overall yield.