(Z,Z)-6-ethyl-2-methyl-2,6,10-dodecatriene | 1027590-75-5

• 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: (Z,Z)-6-ethyl-2-methyl-2,6,10-dodecatriene
• 英文别名: (6Z,10Z)-6-ethyl-2-methyldodeca-2,6,10-triene
• CAS: 1027590-75-5
• 化学式: C₁₅H₂₆
• 分子量: 206.371
• InChiKey: SAPHPONNOAGUAB-BEXOOUETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  15
• 可旋转键数：
  7
• 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：

  (Z,Z)-6-ethyl-2-methyl-2,6,10-dodecatriene 在 甲基磺酰胺 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 7.58h， 生成 (Z)-(R)-1-[(2S,5R)-2-Ethyl-5-(1-hydroxy-1-methyl-ethyl)-tetrahydro-furan-2-yl]-hex-4-en-1-ol
  参考文献：
  名称：

  Sequential application of stereoselective syn-oxidation methodologies to natural product synthesis: A potentially biomimetic approach to the C12–C21 bistetrahydrofuran region of monensin

  摘要：

  The preparation of an all-Z-triene corresponding to an acyclic premonensin triene is described. In analogy to the Townsend syn-oxidative cyclization hypothesis for natural product biosynthesis, a sequence of regioselective and enantioselective syn-dihydroxylation of the triene, cis-selective syn-oxidative cyclization of the diol-diene, and trans-selective syn-oxidative cyclization of the remaining hydroxyalkene gives the correct stereochemical pattern corresponding to the C and D ring tetrahydrofurans of monensin. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)01026-0
• 作为产物：
  描述：

  (Z,Z)-4-ethyl-1,4,8-decatriene 在 9-borabicyclo[3.3.1]nonane dimer 、 Celite 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 正戊烷 为溶剂， 反应 7.0h， 生成 (Z,Z)-6-ethyl-2-methyl-2,6,10-dodecatriene
  参考文献：
  名称：

  Sequential application of stereoselective syn-oxidation methodologies to natural product synthesis: A potentially biomimetic approach to the C12–C21 bistetrahydrofuran region of monensin

  摘要：

  The preparation of an all-Z-triene corresponding to an acyclic premonensin triene is described. In analogy to the Townsend syn-oxidative cyclization hypothesis for natural product biosynthesis, a sequence of regioselective and enantioselective syn-dihydroxylation of the triene, cis-selective syn-oxidative cyclization of the diol-diene, and trans-selective syn-oxidative cyclization of the remaining hydroxyalkene gives the correct stereochemical pattern corresponding to the C and D ring tetrahydrofurans of monensin. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)01026-0

文献信息

• Sequential application of stereoselective syn-oxidation methodologies to natural product synthesis: A potentially biomimetic approach to the C12–C21 bistetrahydrofuran region of monensin
  作者：Frank E. McDonald、Colleen C. Schultz

  DOI：10.1016/s0040-4020(97)01026-0

  日期：1997.12

  The preparation of an all-Z-triene corresponding to an acyclic premonensin triene is described. In analogy to the Townsend syn-oxidative cyclization hypothesis for natural product biosynthesis, a sequence of regioselective and enantioselective syn-dihydroxylation of the triene, cis-selective syn-oxidative cyclization of the diol-diene, and trans-selective syn-oxidative cyclization of the remaining hydroxyalkene gives the correct stereochemical pattern corresponding to the C and D ring tetrahydrofurans of monensin. (C) 1997 Elsevier Science Ltd.