4-(2-((4R,6S)-2,2-dimethyl-6-pentyl-1,3-dioxan-4-yl)ethyl)-2-methoxyphenol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(2-((4R,6S)-2,2-dimethyl-6-pentyl-1,3-dioxan-4-yl)ethyl)-2-methoxyphenol
• 英文别名: (3R,5S)-<6>-Gingerdiol acetonide；(3R,5S)-[6]-Gingerdiol acetonide；4-[2-[(4R,6S)-2,2-dimethyl-6-pentyl-1,3-dioxan-4-yl]ethyl]-2-methoxyphenol
• 化学式: C₂₀H₃₂O₄
• 分子量: 336.472
• InChiKey: OSMOGHRKRDWCDO-DLBZAZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-((4R,6S)-2,2-dimethyl-6-pentyl-1,3-dioxan-4-yl)ethyl)-2-methoxyphenol 在 甲醇 、 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 (3R,5S)-1-(4-(benzyloxy)-3-methoxyphenyl)decane-3,5-diol
  参考文献：
  名称：

  Synthesis of gingerol and diarylheptanoids

  摘要：

  The synthesis of gingerol 1 and related compounds 2-5 along with diarylheptanoids 6-8 has been accomplished using a Keck allylation, Crimmins' aldol reaction, aldehyde coupling with acetylene, and chelation controlled reductions as the key reactions. The absolute configuration of these molecules was confirmed by preparing their acetonide derivatives and by comparison of the NMR data with natural compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.11.010
• 作为产物：
  描述：

  6-姜酚 在 sodium tetrahydroborate 、 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-(2-((4R,6S)-2,2-dimethyl-6-pentyl-1,3-dioxan-4-yl)ethyl)-2-methoxyphenol
  参考文献：
  名称：

  Gingerdiol related compounds from the rhizomes of Zingiber officinale

  摘要：

  [6]-Gingerdiol and four analogues, (3R,5S)-5-acetoxy-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decane, (3R,5S)-3-acetoxy-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decane,(3R,5S)-3,5-diacetoxy-1-(4-hydroxy-3-methoxyphenyl)decane and (3R,5S)-3,5-diacetoxy-1-(3,4-dimethoxyphenyl)decane, were isolated from the rhizomes of Zingiber officinale. Their structures were established by chemical and spectroscopic evidence.

  DOI：

  10.1016/0031-9422(92)83147-q