2-Benzyloxy-5-[1,3]dithian-2-yl-phenol | 158782-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-Benzyloxy-5-[1,3]dithian-2-yl-phenol
• CAS: 158782-11-7
• 化学式: C₁₇H₁₈O₂S₂
• 分子量: 318.461
• InChiKey: HJORIDINOKWFGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-Benzyloxy-5-[1,3]dithian-2-yl-phenol 在 palladium on activated charcoal sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 三甲基溴硅烷 、 三氟化硼乙醚 、 氢气 、 potassium carbonate 、 对甲苯磺酸 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.58h， 生成 (+)-piperitol
  参考文献：
  名称：

  Biosynthesis of antioxidant lignans in Sesamum indicum seeds

  摘要：

  Sesame lignans, whose biosynthetic pathway is the subject of this study, have well-established antioxidant and health protecting properties. Using a combination of radio-and stable-isotopically labelled precursor administration experiments, it was demonstrated that E-coniferyl alcohol undergoes stereoselective coupling to afford (+)-pinoresinol in Sesamum indicum seeds. Only this enantiomer, and not its (-)-antipode, is metabolized further in maturing seeds to afford (+)-piperitol, (+)-sesamin, and (+)-sesamolin. Introduction of the methylene dioxy bridges occurs sequentially with piperitol first being formed, this being subsequently modified to afford sesamin. Copyright (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(97)00727-9
• 作为产物：
  描述：

  3,4-二羟基苯甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 potassium carbonate 、 zinc(II) chloride 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 2-Benzyloxy-5-[1,3]dithian-2-yl-phenol
  参考文献：
  名称：

  Biosynthesis of antioxidant lignans in Sesamum indicum seeds

  摘要：

  Sesame lignans, whose biosynthetic pathway is the subject of this study, have well-established antioxidant and health protecting properties. Using a combination of radio-and stable-isotopically labelled precursor administration experiments, it was demonstrated that E-coniferyl alcohol undergoes stereoselective coupling to afford (+)-pinoresinol in Sesamum indicum seeds. Only this enantiomer, and not its (-)-antipode, is metabolized further in maturing seeds to afford (+)-piperitol, (+)-sesamin, and (+)-sesamolin. Introduction of the methylene dioxy bridges occurs sequentially with piperitol first being formed, this being subsequently modified to afford sesamin. Copyright (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(97)00727-9