(2Z,4E)-5-((1R,4R,6R)-1,4-Dihydroxy-2,2,6-trimethyl-cyclohexyl)-3-methyl-penta-2,4-dienal | 81749-12-4

• 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: (2Z,4E)-5-((1R,4R,6R)-1,4-Dihydroxy-2,2,6-trimethyl-cyclohexyl)-3-methyl-penta-2,4-dienal
• CAS: 81749-12-4
• 化学式: C₁₅H₂₄O₃
• 分子量: 252.354
• InChiKey: NPXAQQHYHFOKCA-AAUHAJPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2Z,4E)-5-((1R,4R,6R)-1,4-Dihydroxy-2,2,6-trimethyl-cyclohexyl)-3-methyl-penta-2,4-dienal 在 manganese(IV) oxide 、 氰化钠 、 溶剂黄146 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (2Z,4E)-5-((1R,6R)-1-Hydroxy-2,2,6-trimethyl-4-oxo-cyclohexyl)-3-methyl-penta-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  Chiral synthesis and stomatal closure activities of γ-pseudo- and dihydro-abscisic acids

  摘要：

  Analogues of abscisic acid (ABA) were prepared from chiral cyclohexanone building blocks. Synthetic (1'R, 3'S)-1',3'-gamma-dihydroxy-gamma-ionylideneacetic acid and (R)-1'-hydroxy-3'-oxo-gamma-ionylideneacetic acid (tentatively named gamma-pseudo-ABA) provided authentic data for new metabolities isolated from Cercospora cruenta. Both enantiomers of 2', 3'-dihydroABA were also prepared. Only the (1'S, 2'S)-isomer of 2', 3'-dihydroABA induced substantial closure of stomata on the epidermal strips of Commelina communis.

  DOI：

  10.1016/0031-9422(95)00374-g
• 作为产物：
  描述：

  (1S,4R,6R)-2,2,6-Trimethyl-1-[(Z)-3-methyl-5-(tetrahydro-pyran-2-yloxy)-pent-3-en-1-ynyl]-4-(tetrahydro-pyran-2-yloxy)-cyclohexanol 在 manganese(IV) oxide 、 红铝 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 (2Z,4E)-5-((1R,4R,6R)-1,4-Dihydroxy-2,2,6-trimethyl-cyclohexyl)-3-methyl-penta-2,4-dienal
  参考文献：
  名称：

  Chiral synthesis and stomatal closure activities of γ-pseudo- and dihydro-abscisic acids

  摘要：

  Analogues of abscisic acid (ABA) were prepared from chiral cyclohexanone building blocks. Synthetic (1'R, 3'S)-1',3'-gamma-dihydroxy-gamma-ionylideneacetic acid and (R)-1'-hydroxy-3'-oxo-gamma-ionylideneacetic acid (tentatively named gamma-pseudo-ABA) provided authentic data for new metabolities isolated from Cercospora cruenta. Both enantiomers of 2', 3'-dihydroABA were also prepared. Only the (1'S, 2'S)-isomer of 2', 3'-dihydroABA induced substantial closure of stomata on the epidermal strips of Commelina communis.

  DOI：

  10.1016/0031-9422(95)00374-g

文献信息

• Davies, Anthony J.; Khare, Anakshi; Mallams, Alan K., Journal of the Chemical Society. Perkin transactions I, 1984, p. 2147 - 2158
  作者：Davies, Anthony J.、Khare, Anakshi、Mallams, Alan K.、Massy-Westropp, Ralph A.、Moss, Gerard P.、Weedon, Basil C. L.

  DOI：——

  日期：——