(2E,4Z,6E,8E)-7-Methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraen-1-ol | 247168-85-0

• 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: (2E,4Z,6E,8E)-7-Methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraen-1-ol
• CAS: 247168-85-0
• 化学式: C₁₉H₂₈O
• 分子量: 272.431
• InChiKey: FFUNQOQALASSBK-QUDSDDROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (2E,4Z,6E,8E)-7-Methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraen-1-ol 在 barium permanganate 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到11-cis-13-Demethylretinal
  参考文献：
  名称：

  Stereocontrolled Synthesis of (11Z)-Retinal and Its Analogues

  摘要：

  Suzuki coupling of stereochemically pure (Z)-bromotetraene 1-which is extremely unstable but can be kept in frozen benzene in the presence of a small amount of PPh3 at &sminus 01;20°C-and (Z)-alkenylboronic acid 2 provides the stereocontrolled synthesis of (11Z)-retinal 3. The 11Z configuration, which is introduced by selective catalytic debromination of the corresponding dibromo precursor of 1, is retained in this step. TBDMS = tBuMe2 Si.

  DOI：

  10.1002/(sici)1521-3773(19980216)37:3<320::aid-anie320>3.0.co;2-4
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到(2E,4Z,6E,8E)-7-Methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraen-1-ol
  参考文献：
  名称：

  Stereocontrolled Synthesis of (11Z)-Retinal and Its Analogues

  摘要：

  Suzuki coupling of stereochemically pure (Z)-bromotetraene 1-which is extremely unstable but can be kept in frozen benzene in the presence of a small amount of PPh3 at &sminus 01;20°C-and (Z)-alkenylboronic acid 2 provides the stereocontrolled synthesis of (11Z)-retinal 3. The 11Z configuration, which is introduced by selective catalytic debromination of the corresponding dibromo precursor of 1, is retained in this step. TBDMS = tBuMe2 Si.

  DOI：

  10.1002/(sici)1521-3773(19980216)37:3<320::aid-anie320>3.0.co;2-4