2-[[(6R)-2,6-dimethyl-6-[(1E)-4-methylpenta-1,3-dienyl]cyclohexen-1-yl]methyl]-4-methoxy-1-(methoxymethoxy)benzene | 179749-27-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[[(6R)-2,6-dimethyl-6-[(1E)-4-methylpenta-1,3-dienyl]cyclohexen-1-yl]methyl]-4-methoxy-1-(methoxymethoxy)benzene
• CAS: 179749-27-0
• 化学式: C₂₄H₃₄O₃
• 分子量: 370.532
• InChiKey: CQPUJEVPKVCQDM-DEZWEULXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[[(6R)-2,6-dimethyl-6-[(1E)-4-methylpenta-1,3-dienyl]cyclohexen-1-yl]methyl]-4-methoxy-1-(methoxymethoxy)benzene 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 riccardiphenol B
  参考文献：
  名称：

  Total Synthesis and Absolute Configuration of Riccardiphenols A and B, Isolated from the Liverwort Riccardia crassa

  摘要：

  The title compounds were synthesized as optically active forms using chiral Michael addition of the imine, prepared from 2-methylcyclohexanone and (S)-(-)-phenylethylamine, to methyl propiolate. The etherification of the intermediate triol was accomplished by TsOH-catalyzed cyclization. The absolute configurations of the natural products, riccardiphenols A and B, were established as 1 and 2, respectively.

  DOI：

  10.1021/jo952253u
• 作为产物：
  描述：

  (5-methoxy-2-(methoxymethoxy)phenyl)-methan-1-ol 在 吡啶 、 四氯化碳 、 氯化亚砜 、 碘 、 magnesium 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 2.67h， 生成 2-[[(6R)-2,6-dimethyl-6-[(1E)-4-methylpenta-1,3-dienyl]cyclohexen-1-yl]methyl]-4-methoxy-1-(methoxymethoxy)benzene
  参考文献：
  名称：

  Total Synthesis and Absolute Configuration of Riccardiphenols A and B, Isolated from the Liverwort Riccardia crassa

  摘要：

  The title compounds were synthesized as optically active forms using chiral Michael addition of the imine, prepared from 2-methylcyclohexanone and (S)-(-)-phenylethylamine, to methyl propiolate. The etherification of the intermediate triol was accomplished by TsOH-catalyzed cyclization. The absolute configurations of the natural products, riccardiphenols A and B, were established as 1 and 2, respectively.

  DOI：

  10.1021/jo952253u

文献信息

• Total Synthesis and Absolute Configuration of Riccardiphenols A and B, Isolated from the Liverwort <i>Riccardia crassa</i>
  作者：Motoo Tori、Tomonobu Hamaguchi、Kumiko Sagawa、Masakazu Sono、Yoshinori Asakawa

  DOI：10.1021/jo952253u

  日期：1996.1.1

  The title compounds were synthesized as optically active forms using chiral Michael addition of the imine, prepared from 2-methylcyclohexanone and (S)-(-)-phenylethylamine, to methyl propiolate. The etherification of the intermediate triol was accomplished by TsOH-catalyzed cyclization. The absolute configurations of the natural products, riccardiphenols A and B, were established as 1 and 2, respectively.