(3R,4R,E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol | 1017246-31-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4R,E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol
• 英文别名: (3R,4R,5E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol
• CAS: 1017246-31-9
• 化学式: C₁₄H₂₄O
• 分子量: 208.344
• InChiKey: AXZXDXSVYGCCDP-MEBOZDAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  (3R,4R,E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol 、 三乙基硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.58h， 以92%的产率得到((3R,4R,E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-yloxy)triethylsilane
  参考文献：
  名称：

  Asymmetric Catalysis Route to anti,anti Stereotriads, Illustrated by Applications

  摘要：

  A short sequence based on asymmetric catalysis, chirality transfer, and an optimized carbometallation protocol gave an anti,anti stereotriad building block in six steps. Both enantiomers of the chirality source, N-methyl ephedrine, are inexpensive, and the auxiliary is recoverable. In one chiral series, the building block was converted to the "B-2" intermediate in Miyashita's synthesis of scytophycin C; in the enantiomeric series, it was converted to a key intermediate for aplyronine A and to the polyketide "cap" for the callipeltins.

  DOI：

  10.1021/ol702989g
• 作为产物：
  描述：

  (3R,4R,E)-6-cyclohexyl-4-methylhex-5-en-1-yn-3-ol 、 甲基氯化镁 在 copper(l) iodide 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 0.42h， 以82%的产率得到(3R,4R,E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol
  参考文献：
  名称：

  Asymmetric Catalysis Route to anti,anti Stereotriads, Illustrated by Applications

  摘要：

  A short sequence based on asymmetric catalysis, chirality transfer, and an optimized carbometallation protocol gave an anti,anti stereotriad building block in six steps. Both enantiomers of the chirality source, N-methyl ephedrine, are inexpensive, and the auxiliary is recoverable. In one chiral series, the building block was converted to the "B-2" intermediate in Miyashita's synthesis of scytophycin C; in the enantiomeric series, it was converted to a key intermediate for aplyronine A and to the polyketide "cap" for the callipeltins.

  DOI：

  10.1021/ol702989g