((3S,4S,E)-4-methoxy-3,5-dimethylhexa-1,5-dienyl)cyclohexane | 1017246-20-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((3S,4S,E)-4-methoxy-3,5-dimethylhexa-1,5-dienyl)cyclohexane
• CAS: 1017246-20-6
• 化学式: C₁₅H₂₆O
• 分子量: 222.371
• InChiKey: LLMIUVYDZUSIRL-VLMQMFMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  ((3S,4S,E)-4-methoxy-3,5-dimethylhexa-1,5-dienyl)cyclohexane 在 9-硼双环[3.3.1]壬烷 、 sodium hydroxide 、 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.17h， 以91%的产率得到(2R,3S,4S,E)-6-cyclohexyl-3-methoxy-2,4-dimethylhex-5-en-1-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
• 作为产物：
  描述：

  (3S,4S,E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol 、 碘甲烷 在 四丁基碘化铵 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以93%的产率得到((3S,4S,E)-4-methoxy-3,5-dimethylhexa-1,5-dienyl)cyclohexane
  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