(4R,6S)-4-(4-(benzyloxy)-3-methoxyphenethyl)-2,2-dimethyl-6-pentyl-1,3-dioxane | 1360109-90-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4R,6S)-4-(4-(benzyloxy)-3-methoxyphenethyl)-2,2-dimethyl-6-pentyl-1,3-dioxane
• 英文别名: (4R,6S)-4-[2-(3-methoxy-4-phenylmethoxyphenyl)ethyl]-2,2-dimethyl-6-pentyl-1,3-dioxane
• CAS: 1360109-90-5
• 化学式: C₂₇H₃₈O₄
• 分子量: 426.596
• InChiKey: YOOJNIWWMWURBB-BJKOFHAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,6S)-4-(4-(benzyloxy)-3-methoxyphenethyl)-2,2-dimethyl-6-pentyl-1,3-dioxane 在 甲醇 、 对甲苯磺酸 作用下， 反应 1.0h， 以90%的产率得到(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]-姜二醇 在 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 (4R,6S)-4-(4-(benzyloxy)-3-methoxyphenethyl)-2,2-dimethyl-6-pentyl-1,3-dioxane
  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

文献信息

• Synthesis of gingerol and diarylheptanoids
  作者：Gowravaram Sabitha、Chitti Srinivas、Teega Rammohan Reddy、Kurra Yadagiri、Jhillu Singh Yadav

  DOI：10.1016/j.tetasy.2011.11.010

  日期：2011.12

  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.