[4-[(1S)-1-hydroxybut-3-enyl]phenyl] benzenesulfonate | 886204-58-6

• 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: [4-[(1S)-1-hydroxybut-3-enyl]phenyl] benzenesulfonate
• CAS: 886204-58-6
• 化学式: C₁₆H₁₆O₄S
• 分子量: 304.367
• InChiKey: KLVZWZUDBYUUGO-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-[(1S)-1-hydroxybut-3-enyl]phenyl] benzenesulfonate 在 4-二甲氨基吡啶 、 三氟化硼乙醚 、 二异丁基氢化铝 、 potassium carbonate 、 苯硫酚 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 丙酮 、 甲苯 为溶剂， 反应 37.0h， 生成 [4-[2-[(2S,4R,6S)-6-[4-(benzenesulfonyloxy)phenyl]-4-[4-methoxy-2,6-bis(phenylmethoxy)phenyl]oxan-2-yl]ethyl]phenyl] benzenesulfonate
  参考文献：
  名称：

  Synthesis and Structure Revision of Calyxin Natural Products

  摘要：

  Tandem Prins cyclization and Friedel-Crafts reaction with an electron-rich aromatic ring were used to prepare the core structures of calyxin natural products. The proposed structure of epicalyxin F was prepared and shown to be incorrect. Several calyxin natural products, including calyxin F and L, were synthesized, and the structures were reassigned on the basis of NMR data and synthetic correlations.

  DOI：

  10.1021/jo060094g
• 作为产物：
  描述：

  对羟基苯甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 titanium(IV) isopropylate 、 S-1,1'-联-2-萘酚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 110.0h， 生成 [4-[(1S)-1-hydroxybut-3-enyl]phenyl] benzenesulfonate
  参考文献：
  名称：

  Synthesis and Structure Revision of Calyxin Natural Products

  摘要：

  Tandem Prins cyclization and Friedel-Crafts reaction with an electron-rich aromatic ring were used to prepare the core structures of calyxin natural products. The proposed structure of epicalyxin F was prepared and shown to be incorrect. Several calyxin natural products, including calyxin F and L, were synthesized, and the structures were reassigned on the basis of NMR data and synthetic correlations.

  DOI：

  10.1021/jo060094g