1-O-methyl-2-O-benzyl-3,5,6-trideoxy-6-phenyl-D-gulo-1,4-furanose | 1279057-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-O-methyl-2-O-benzyl-3,5,6-trideoxy-6-phenyl-D-gulo-1,4-furanose
• 英文别名: (3R,5S)-2-methoxy-5-(2-phenylethyl)-3-phenylmethoxyoxolane
• CAS: 1279057-44-1
• 化学式: C₂₀H₂₄O₃
• 分子量: 312.409
• InChiKey: GOPPOSMXHUDWLT-ABZYKWASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  1-O-methyl-2-O-benzyl-3,5,6-trideoxy-6-phenyl-D-gulo-1,4-furanose 在 硫酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以71%的产率得到2-O-benzyl-3,5,6-trideoxy-6-phenyl-D-gulo-1,4-furanose
  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
• 作为产物：
  描述：

  1-O-methyl-3,5,6-trideoxy-6-phenyl-D-gulo-1,4-furanose 、 溴甲苯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以93%的产率得到1-O-methyl-2-O-benzyl-3,5,6-trideoxy-6-phenyl-D-gulo-1,4-furanose
  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.