(3R,5S)-1-(4-methoxyphenyl)-3-benzyloxy-7-phenylhept-1-ene-5-ol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (3R,5S)-1-(4-methoxyphenyl)-3-benzyloxy-7-phenylhept-1-ene-5-ol
• 英文别名: (Z,3S,5R)-7-(4-methoxyphenyl)-1-phenyl-5-phenylmethoxyhept-6-en-3-ol
• 化学式: C₂₇H₃₀O₃
• 分子量: 402.533
• InChiKey: PVVSQEPCFKYFBM-LUMYZZNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-O-methyl-3,5,6-trideoxy-6-phenyl-D-gulo-1,4-furanose 在 正丁基锂 、 硫酸 、 sodium hydride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 17.17h， 生成 (3R,5S)-1-(4-methoxyphenyl)-3-benzyloxy-7-phenylhept-1-ene-5-ol 、 (3R,5S)-1-(4-methoxyphenyl)-3-benzyloxy-7-phenylhept-1-ene-5-ol
  参考文献：
  名称：

  Chiron approach to the synthesis of yashabushidiol B, (3S,5S)-1-(4′-hydroxyphenyl)-7-phenylheptane-3,5-diol, and its 4′-methoxy analogue

  摘要：

  The total synthesis of yashabushidiol B 4, a linear diarylheptanoid containing a 1,3-diol system and its analogues 5 and 6 has been achieved by utilizing intermediate 7, which was derived from D-glucose. The Wittig reaction is the key step of our synthetic strategy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.12.015

文献信息

• Chiron approach to the synthesis of yashabushidiol B, (3S,5S)-1-(4′-hydroxyphenyl)-7-phenylheptane-3,5-diol, and its 4′-methoxy analogue
  作者：Vishwas U. Pawar、Vaishali S. Shinde

  DOI：10.1016/j.tetasy.2010.12.015

  日期：2011.1

  The total synthesis of yashabushidiol B 4, a linear diarylheptanoid containing a 1,3-diol system and its analogues 5 and 6 has been achieved by utilizing intermediate 7, which was derived from D-glucose. The Wittig reaction is the key step of our synthetic strategy. (C) 2010 Elsevier Ltd. All rights reserved.